1425038-21-6|2-Methylpropan-2-amine (S)-3,3-dimethyl-2-((((1R,2R)-2-(pent-4-yn-1-yl)cyclopropoxy)carbonyl)amino)butanoate| Ambeed

Size	Price	VIP Price	US Stock	Global Stock	In Stock
{[ item.pr_size ]}		Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

{[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

Quality Control of [ 1425038-21-6 ] Purity: 97% SDS Specification

COA

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

NMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

CNMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

HPLC

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

LC-MS

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

1-2 Day Shipping
High Quality
Technical Support

Product Details of [ 1425038-21-6 ]

CAS No. :	1425038-21-6
Formula :	C₁₉H₃₄N₂O₄
M.W :	354.48
SMILES Code :	CC(N)(C)C.CC(C)(C)[C@H](NC(O[C@H]1[C@H](CCCC#C)C1)=O)C(O)=O
MDL No. :	MFCD30489366
InChI Key :	YWWBXQRMMYKIGX-AUYLJXNTSA-N
Pubchem ID :	127255361

Safety of [ 1425038-21-6 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Computational Chemistry of [ 1425038-21-6 ] Show Less

Physicochemical Properties

Num. heavy atoms	25
Num. arom. heavy atoms	0
Fraction Csp3	0.79
Num. rotatable bonds	9
Num. H-bond acceptors	5.0
Num. H-bond donors	3.0
Molar Refractivity	100.34
TPSA ? Topological Polar Surface Area: Calculated from Ertl P. et al. 2000 J. Med. Chem.	101.65 Å²

Lipophilicity

Log P_o/w (iLOGP)? iLOGP: in-house physics-based method implemented from Daina A et al. 2014 J. Chem. Inf. Model.	4.29
Log P_o/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry	1.22
Log P_o/w (WLOGP)? WLOGP: Atomistic method implemented from Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.	3.23
Log P_o/w (MLOGP)? MLOGP: Topological method implemented from Moriguchi I. et al. 1992 Chem. Pharm. Bull. Moriguchi I. et al. 1994 Chem. Pharm. Bull. Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.	2.15
Log P_o/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	2.06
Consensus Log P_o/w? Consensus Log P_o/w: Average of all five predictions	2.59

Water Solubility

Log S (ESOL):? ESOL: Topological method implemented from Delaney JS. 2004 J. Chem. Inf. Model.	-2.21
Solubility	2.17 mg/ml ; 0.00613 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble
Log S (Ali)? Ali: Topological method implemented from Ali J. et al. 2012 J. Chem. Inf. Model.	-2.95
Solubility	0.396 mg/ml ; 0.00112 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	-1.92
Solubility	4.29 mg/ml ; 0.0121 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble

Pharmacokinetics

GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg	High
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg	No
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) and tested on 415 molecules (test set) 10-fold CV: ACC=0.72 / AUC=0.77 External: ACC=0.88 / AUC=0.94	Yes
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.83 / AUC=0.90 External: ACC=0.84 / AUC=0.91	No
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.80 / AUC=0.86 External: ACC=0.80 / AUC=0.87	No
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) and tested on 2075 molecules (test set) 10-fold CV: ACC=0.78 / AUC=0.85 External: ACC=0.71 / AUC=0.81	No
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) and tested on 1068 molecules (test set) 10-fold CV: ACC=0.79 / AUC=0.85 External: ACC=0.81 / AUC=0.87	No
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) and tested on 2579 molecules (test set) 10-fold CV: ACC=0.77 / AUC=0.85 External: ACC=0.78 / AUC=0.86	No
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from Potts RO and Guy RH. 1992 Pharm. Res.	-7.6 cm/s

Druglikeness

Lipinski? Lipinski (Pfizer) filter: implemented from Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev. MW ≤ 500 MLOGP ≤ 4.15 N or O ≤ 10 NH or OH ≤ 5	0.0
Ghose? Ghose filter: implemented from Ghose AK. et al. 1999 J. Comb. Chem. 160 ≤ MW ≤ 480 -0.4 ≤ WLOGP ≤ 5.6 40 ≤ MR ≤ 130 20 ≤ atoms ≤ 70	None
Veber? Veber (GSK) filter: implemented from Veber DF. et al. 2002 J. Med. Chem. Rotatable bonds ≤ 10 TPSA ≤ 140	0.0
Egan? Egan (Pharmacia) filter: implemented from Egan WJ. et al. 2000 J. Med. Chem. WLOGP ≤ 5.88 TPSA ≤ 131.6	0.0
Muegge? Muegge (Bayer) filter: implemented from Muegge I. et al. 2001 J. Med. Chem. 200 ≤ MW ≤ 600 -2 ≤ XLOGP ≤ 5 TPSA ≤ 150 Num. rings ≤ 7 Num. carbon > 4 Num. heteroatoms > 1 Num. rotatable bonds ≤ 15 H-bond acc. ≤ 10 H-bond don. ≤ 5	0.0
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat implemented from Martin YC. 2005 J. Med. Chem.	0.55

Medicinal Chemistry

PAINS? Pan Assay Interference Structures: implemented from Baell JB. & Holloway GA. 2010 J. Med. Chem.	0.0 alert
Brenk? Structural Alert: implemented from Brenk R. et al. 2008 ChemMedChem	1.0 alert: heavy_metal
Leadlikeness? Leadlikeness: implemented from Teague SJ. 1999 Angew. Chem. Int. Ed. 250 ≤ MW ≤ 350 XLOGP ≤ 3.5 Num. rotatable bonds ≤ 7	No; 1 violation:MW<2.0
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties, trained on 12'782'590 molecules and tested on 40 external molecules (r² = 0.94)	4.63

Application In Synthesis of [ 1425038-21-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 1425038-21-6 ]

[ 1425038-21-6 ] Synthesis Path-Downstream 1~12

1
[ 1425038-20-5 ]
[ 1425038-21-6 ]
[ 1425038-22-7 ]

Yield	Reaction Conditions	Operation in experiment
	With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In methanol; at 35℃;Inert atmosphere;	Example 10: Preparation of (S )-2-((( I R,2R)-2-(5 -(6-methoxy-3 -((3R,5 S)-5- (rnethoxvcarbonyflpylTolidin-3 -yloxy)guinoxalin-2-yl)pent-4-ynyl)cyclopropoxy)carbonylarnino)-3 ,3 -dirnethylbutanoic acid (16) :To a three-neck flask were added copper(I) iodide (0.219 g, 1 .152 mmol),chloroquinoxaline MsOH salt 14 (50 g, 115 mmol), alkyne acid TBA salt 15 (49.3 g, 121 mmol),and bis(triphenylphosphine)palladium(I1) dichioride (0.404 g, 0.573 mmol). The flask was vacuumed degassed with N2. MeOH (500 ml) was added and the reaction mixture was vacuum degassed again with N2. Triethylamine (32.1 ml, 230 mmol) was added. The reaction solution was aged at 35 C for 3-5 hours. The batch was then concentrated to a volume of100 mL invacuum. THF (250 mL) and EtOAc (250 mL) were added. The reaction mixture was cooled to below 5C. HC1 solution (1 N, 180 mL) was added slowly at below 5 C until the reaction solution was pH adjusted to 2. NaCl aq. solution (10%, 350 mL) was added. The separated aqueous phase was back-extracted with a solution of THE (250 mL) and EtOAc (250 mE). The combined organic phase was washed with 10% NaC1 aq. solution (500 mL). The organic phasewas azeotropically concentrated in vacuum with THF at below 20C until the KF of the solution was less than 500 ppm. Then, the reaction solvent was switched to DMAc (650 mL) in vacuum at below 20 C.
	With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In methanol; at 35℃;Inert atmosphere;	To a three-neck flask were added copper(I) iodide (0.219 g, 1.152 mmol), chloroquinoxaline MsOH salt 14 (50 g, 115 mmol), alkyne acid TBA salt 15 (49.3 g, 121 mmol), and bis(triphenylphosphine)palladium(II) dichloride (0.404 g, 0.573 mmol). The flask was vacuumed degassed with N2. MeOH (500 ml) was added and the reaction mixture was vacuum degassed again with N2. Triethylamine (32.1 ml, 230 mmol) was added. The reaction solution was aged at 35 C for 3-5 hours. The batch was then concentrated to a volume of-100 mL in vacuum. THF (250 mL) and EtOAc (250 mL) were added. The reaction mixture was cooled to below 5 C. HCl solution (1 N, -180 mL) was added slowly at below 5 C until the reaction solution was pH adjusted to -2. NaCl aq. solution (10%, 350 mL) was added. The separated aqueous phase was back-extracted with a solution of THF (250 mL) and EtOAc (250 mL). The combined organic phase was washed with 10% NaCl aq. solution (500 mL). The organic phase was azeotropically concentrated in vacuum with THF at below 20 C until the KF of the solution was less than 500 ppm. Then, the reaction solvent was switched to DMAc (650 mL) in vacuum at below 20 C. A solution of HATU (55.1 g, 145 mmol) in DMAc (650 mL) at ambient temperature was vacuumed degassed with N2. The solution was then cooled to 0 C and DIPEA (58.5 mL, 335 mmol) was added dropwise at below 0-5 C. Then, the above solution of alkyne quinoxaline acid 16 (65 g assay, 1 12 mmol) in DMAc was added dropwsie over 10 hours, while maintaining the internal temperature at 0 C. After addition, the batch was agitated at 0 C for additional 2 hours. EtOAc (750 mL) was added at below 5 C. A solution of 10% NaCl aq. solution (400 mL), water (125 mL) and 1 N HCl solution (100 mL) was slowly added while maintaining the batch temperature at below 5 C. The solution was then adjusted to pH = 2 with 1 N HCl (?25 mL). The separated aqueous phase was backextracted with EtOAc (500 mL). The combined organic phase was washed with 10% NaCl aq. solution (500 mL). After 10% NaCl aq. solution (500 mL) was added to the combined organic phase, the mixed solution was cooled to 0-5 C. I N NaOH aq. solution (-25 mL) was added to adjust the pH = ?7. The separated organic phase was filtered through Celite and solvent switched to IP A at a final volume of 300 mL. Acetic acid (5.0 mL) was added, and the batch was then heated up to reflux for 30 min. The slurry was cooled to 60 C and water (250 mL) was added dropwise over 1 hour. After addition, the batch was aged for additional 30 min before slowly cooling to ambient temperature in about 2 hours. After aging at least 1 hour, the batch was filtered. The wet cake was displacement washed with 50% aq IPA (100 mL). Suction dry at ambient temperature afforded 56 g of macrocyclic alkyne ester 17.'H NMR (400 MHz, CDCl3) delta 7.80 (d, J = 9.2 Hz, I H), 7.17 (dd, J = 9.2, 2.8 Hz, 1 H), 7.04 (d, J = 2.8 Hz, 1 H), 5.82 (t, J = 4.2 Hz, 1 H), 5.26 (d, J = 9.9 Hz, 1 H), 4.62 (dd, J = 10.3, 7.3 Hz, 1 H), 4.51 (d, J = 11.6 Hz, 1 H), 4.40 (d, J = 9.9 Hz, 1 H), 4.03 (dd, J = 11.6, 4.4 Hz, 1 H), 3.91 (s, 3 H), 3.87 (m, 1 H), 3.73 (s, 3 H), 2.85 (dt, J = 12.1, 4.2 Hz, 1 H), 2.76 (d, J = 14.4, 7.3 Hz, 1 H), 2.49 (dt, J = 12.2, 5.4 Hz, 1 H), 2.30 (ddd, J = 14.6, 10.1, 4.2 Hz, 1 H), 1.99 (m, 1 H), 1.82 (m, 1 H), 1.74 (m, 1 H), 1.08 (s, 9 H), 0.92 (m, 2 H), 0.76 (m, 1 H), 0.47 (m, 1 H). 13C NMR (100 MHz, CDCl3) delta 172.3, 171.3, 161.2, 157.4, 156.3, 140.4, 134.3, 130.2, 129.5, 119.5, 105.7, 98.9, 75.5, 75.2, 59.4, 58.1, 55.7, 55.6, 54.1, 52.3, 35.3, 35.0, 29.9, 28.0, 26.3,18.7, 18.3, 10.3. IPC HPLC conditions: Ascentis Express CI 8 column, 100 x 4.6 mm, 2.7micron; Column temperature of 40 C; Flow rate of 1.8 mL/min; and Wavelength of 215 nm.
	With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In methanol; at 35℃;Inert atmosphere;	To a 3-neck flask were added Cul (0.219 g, 1.152 mmol), chloroquinoxaline MsOH salt from Example 12 (50 g, 115 mmol), alkyne acid TBA salt from Example 10 (49.3 g, 121 mmol), and bis(triphenylphosphine)palladium(II) dichloride (0.404 g, 0.573 mmol). The flask was vacuumed degassed with N2. MeOH (500 ml) was added, and the reaction mixture was vacuum degassed again with N2. TEA (32.1 ml, 230 mmol) was added. The reaction solution was aged at 35C for 3 h to 5 h. The batch was then concentrated to a volume of -100 mL in vacuum. THF (250 mL) and EtOAc (250 mL) were added. The reaction mixture was cooled to below 5C. HC1 solution (1 N, -180 mL) was added slowly at below 5C until the reaction solution was pH adjusted to -2. NaCl aq. solution (10%, 350 mL) was added. The separated aqueous phase was back-extracted with a solution of THF (250 mL) and EtOAc (250 mL). The combined organic phase was washed with 10% NaCl aq. solution (500 mL). The organic phase was azeotropically concentrated in vacuum with THF at below 20C until the KF of the solution was less than 500 ppm. Then, the reaction solvent was switched to DMAc (650 mL) in vacuum at below 20C. A solution of HATU (55.1 g, 145 mmol) in DMAc (650 mL) at RT was vacuumed degassed with N2. The solution was then cooled to 0C, and DIPEA (58.5 mL, 335 mmol) was added dropwise at below 0C to 5C. Then, the above solution of alkyne quinoxaline acid (65 g assay, 112 mmol) in DMAc was added dropwise over 10 h, while maintaining the internal temperature at 0C. After addition, the batch was agitated at 0C for additional 2 h. EtOAc (750 mL) was added at below 5C. A solution of 10% NaCl aq. solution (400 mL), water (125 mL) and 1 N HC1 solution (100 mL) was slowly added while maintaining the batch temperature at below 5C. The solution was then adjusted to pH = 2 with 1 N HC1 (~25 mL). The separated aqueous phase was back-extracted with EtOAc (500 mL). The combined organic phase was washed with 10% NaCl aq. solution (500 mL). After 10% NaCl aq. solution (500 mL) was added to the combined organic phase, the mixed solution was cooled to 0C to 5C. 1 N NaOH aq. solution (~25 mL) was added to adjust the pH = ~7. The separated organic phase was filtered through CELITE (filter aid, Fisher Scientific, Fair Lawn, NJ) and solvent-switched to IPA at a final volume of 300 mL. AcOH (5.0 mL) was added, and the batch was then heated to reflux for 30 min. The slurry was cooled to 60C, and water (250 mL) was added dropwise over 1 h. After addition, the batch was aged for additional 30 min before slowly cooling to RT in about 2 h. After aging at least 1 h, the batch was filtered. The wet cake was displacement washed with 50% aq. IPA (100 mL). Suction-drying at RT afforded 56 g of macrocyclic alkyne ester. XH NMR (400 MHz, CDC13) delta 7.80 (d, J = 9.2 Hz, 1 H), 7.17 (dd, J = 9.2, 2.8 Hz, 1 H), 7.04 (d, J = 2.8 Hz, 1 H), 5.82 (t, J = 4.2 Hz, 1 H), 5.26 (d, J = 9.9 Hz, 1 H), 4.62 (dd, J = 10.3, 7.3 Hz, 1 H), 4.51 (d, J = 11.6 Hz, 1 H), 4.40 (d, J = 9.9 Hz, 1 H), 4.03 (dd, J = 11.6, 4.4 Hz, 1 H), 3.91 (s, 3 H), 3.87 (m, 1 H), 3.73 (s, 3 H), 2.85 (dt, J = 12.1, 4.2 Hz, 1 H), 2.76 (d, J = 14.4, 7.3 Hz, 1 H), 2.49 (dt, J = 12.2, 5.4 Hz, 1 H), 2.30 (ddd, J = 14.6, 10.1, 4.2 Hz, 1 H), 1.99 (m, 1 H), 1.82 (m, 1 H), 1.74 (m, 1 H), 1.08 (s, 9 H), 0.92 (m, 2 H), 0.76 (m, 1 H), 0.47 (m, 1 H). 1 C NMR (100 MHz, CDC13) delta 172.3, 171.3, 161.2, 157.4, 156.3, 140.4, 134.3, 130.2, 129.5, 119.5, 105.7, 98.9, 75.5, 75.2, 59.4, 58.1, 55.7, 55.6, 54.1, 52.3, 35.3, 35.0, 29.9, 28.0, 26.3, 18.7, 18.3, 10.3. IPC HPLC conditions: Ascentis Express C18 column, 100 x 4.6 mm, 2.7 mupiiota; Column temperature of 40C; Flow rate of 1.8 mL/min; and Wavelength of 215 nm. Gradiant: min 0.1% PO. 0 10 90 6 95 5 9 95 5 9.1 10 90 Retention times: min. De-BOC quinoxaline 2.3 Alkyne quinoxaline acid 3.3 Alkyne macrocyclic ester 5.7

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In methanol; at 35℃;Inert atmosphere;

To a three-neck flask were added copper(I) iodide (0.219 g, 1.152 mmol), chloroquinoxaline MsOH salt 14 (50 g, 115 mmol), alkyne acid TBA salt 15 (49.3 g, 121 mmol), and bis(triphenylphosphine)palladium(II) dichloride (0.404 g, 0.573 mmol). The flask was vacuumed degassed with N2. MeOH (500 ml) was added and the reaction mixture was vacuum degassed again with N2. Triethylamine (32.1 ml, 230 mmol) was added. The reaction solution was aged at 35 C. for 3-5 hours. The batch was then concentrated to a volume of 100 mL in vacuum. THF (250 mL) and EtOAc (250 mL) were added. The reaction mixture was cooled to below 5 C. HCl solution (1 N, 180 mL) was added slowly at below 5 C. until the reaction solution was pH adjusted to 2. NaCl aq. solution (10%, 350 mL) was added. The separated aqueous phase was back-extracted with a solution of THF (250 mL) and EtOAc (250 mL). The combined organic phase was washed with 10% NaCl aq. solution (500 mL). The organic phase was azeotropically concentrated in vacuum with THF at below 20 C. until the KF of the solution was less than 500 ppm. Then, the reaction solvent was switched to DMAc (650 mL) in vacuum at below 20 C.

References: [1]Patent: WO2013/28465,2013,A1 .Location in patent: Page/Page column 23; 24 ;31.
[2]Patent: EP2764866,2014,A1 .Location in patent: Paragraph 0184.
[3]Patent: WO2015/57611,2015,A1 .Location in patent: Page/Page column 36-38.
[4]Patent: US9238604,2016,B2 .Location in patent: Page/Page column 38; 39.

2
(1R,2R)-N,N-dimethyl-2-(pent-4-en-1-yl)cyclopropane-1-carboxamide [ No CAS ]
[ 1425038-21-6 ]

References: [1]Patent: WO2015/57611,2015,A1 .
[2]Organic Letters,2017,vol. 19,p. 5880 - 5883.

3
1-((1R,2R)-2-(pent-4-en-1-yl)cyclopropyl)ethan-1-one [ No CAS ]
[ 1425038-21-6 ]

References: [1]Patent: WO2015/57611,2015,A1 .
[2]Organic Letters,2017,vol. 19,p. 5880 - 5883.

4
1-((1R,2R)-2-(4,5-dibromopentyl)cyclopropyl)ethan-1-one [ No CAS ]
[ 1425038-21-6 ]

References: [1]Patent: WO2015/57611,2015,A1 .
[2]Organic Letters,2017,vol. 19,p. 5880 - 5883.

5
[ 1350619-77-0 ]
[ 1425038-21-6 ]

References: [1]Patent: WO2015/57611,2015,A1 .

6
[ 1425038-19-2 ]
[ 75-64-9 ]
[ 1425038-21-6 ]

Yield	Reaction Conditions	Operation in experiment
	In tert-butyl methyl ether; at 40℃;Sealed tube;	A solution of alkyne alcohol (3.2 g assay, 25.85 mmol) in 2-MeTHF from Example 7 was added to a mixture of CDI (5.62 g, 33.61 mmol) in 2-MeTHF (32 mL) at 0C ± 5C over 2 h to 5 h. The reaction solution was agitated for additional 1 h to 2 h. Water (16 mL) was added dropwise, while maintaining the internal temperature at 0C to 5C. The reaction solution was then agitated at 0C to 5 C for additional 1 h to 2 h. Heptane (38 mL) was added. The organic phase was separated, and the aqueous layer was extracted with 2-MeTHF/heptane (1 : 1 , 10 mL). The combined organic phase was washed with water (16 mL). The organic phase was azeo tropically dried and solvent-switched to 2-MeTHF at a final volume of -10 mL. NMP (56 mL) was added, followed by tert-L-leucine (4.19 g, 31.02 mmol) and 2-hydroxypyridine N- oxide (1.17 g, 10.34 mmol). The reaction mixture was agitated between 60C to 65C for 10 h to 18 h. MTBE (48 mL) and water (48 mL) were added at RT. The batch was pH adjusted with 5N HC1 to pH = 2.0-2.5. The organic phase was separated, and the aqueous layer was extracted with MTBE (48 mL). The combined organic phase was washed with water (2 x 32 mL). The organic phase was extracted with NaOH aq. (1 N, 40 mL). The separated aqueous phase was washed with MTBE (2 x 32 mL). MTBE (50 mL) was added, and the batch was pH adjusted to pH = 2.0-2.5. The organic phase was washed with water (16 mL). The organic phase was azeo tropically dried under reduced pressure at a final volume of ~1 10 mL containing ~lwt% water. A solution of TBA (2.48 g, 33.61 mmol) in MTBE (3 mL) was added dropwise at 40C + 5C. After -35% of the above TBA solution was added, the batch was seeded. The remaining TBA solution was added dropwise over 2 h to 4 h. After aging at 40C + 5 C for additional 1 h to 2 h, the batch was cooled to RT and filtered. The wet cake was washed MTBE (3 x 30 mL) and dried in a vacuum oven at 30C to 35C with N2 sweep, which afforded the TBA salt. Typical yield: 76-81%

References: [1]Patent: WO2015/57611,2015,A1 .Location in patent: Page/Page column 33.

7
[ 1425038-21-6 ]
[ 1425038-23-8 ]

References: [1]Patent: WO2015/57611,2015,A1 .

8
[ 1425038-21-6 ]
[ 1206524-84-6 ]

References: [1]Patent: WO2015/57611,2015,A1 .

9
[ 1425038-21-6 ]
[ 1206524-85-7 ]

References: [1]Patent: WO2015/57611,2015,A1 .

10
[ 1425038-21-6 ]
[ 1350514-68-9 ]

References: [1]Patent: WO2015/57611,2015,A1 .

11
[ 1224174-07-5 ]
[ 1425038-21-6 ]

References: [1]Patent: WO2015/57611,2015,A1 .
[2]Organic Letters,2017,vol. 19,p. 5880 - 5883.

12
[ 20859-02-3 ]
C₁₂H₁₄N₂O₂ [ No CAS ]
[ 75-64-9 ]
[ 1425038-21-6 ]

References: [1]Organic Letters,2017,vol. 19,p. 5880 - 5883.

Historical Records

Technical Information

• Acyl Group Substitution • Arndt-Eistert Homologation • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chan-Lam Coupling Reaction • Complex Metal Hydride Reductions • Halogenation • Heat of Combustion • Hunsdiecker-Borodin Reaction • Hydride Reductions • Lawesson's Reagent • Leuckart-Wallach Reaction • Mannich Reaction • Passerini Reaction • Petasis Reaction • Preparation of Amines • Preparation of Carboxylic Acids • Reactions of Amines • Reactions of Carboxylic Acids • Schmidt Reaction • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Specialized Acylation Reagents-Vilsmeier Reagent • Ugi Reaction

Related Functional Groups of
[ 1425038-21-6 ]

Alkynyls

A124427 [316141-37-4]

1-Boc-2-Ethynylpyrrolidine

Similarity: 0.63

A139087 [255864-58-5]

tert-Butyl 2-ethynylpiperidine-1-carboxylate

Similarity: 0.63

A141036 [151978-58-4]

tert-Butyl hex-5-yn-1-ylcarbamate

Similarity: 0.63

A255076 [664362-16-7]

1-Boc-3-Ethynylpiperidine

Similarity: 0.61

A342456 [287192-97-6]

tert-Butyl 4-ethynylpiperidine-1-carboxylate

Similarity: 0.60

Aliphatic Cyclic Hydrocarbons

A187866 [880166-10-9]

Methyl 1-((tert-butoxycarbonyl)amino)cyclobutanecarboxylate

Similarity: 0.81

A119638 [676371-64-5]

Methyl 3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylate

Similarity: 0.73

A147571 [303752-38-7]

3-(Boc-amino)bicyclo[1.1.1]pentane-1-carboxylic Acid

Similarity: 0.73

A165612 [146307-51-9]

trans-Methyl 4-((tert-butoxycarbonyl)amino)cyclohexanecarboxylate

Similarity: 0.71

A170012 [107017-73-2]

tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate

Similarity: 0.70

Amides

A187866 [880166-10-9]

Methyl 1-((tert-butoxycarbonyl)amino)cyclobutanecarboxylate

Similarity: 0.81

A172586 [133467-01-3]

Boc-D-Leu-OMe

Similarity: 0.80

A275446 [1129634-44-1]

(S)-5-(tert-Butoxycarbonyl)-5-azaspiro[2.4]heptane-6-carboxylic acid

Similarity: 0.80

A117728 [197142-34-0]

(1R,3S,5R)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid

Similarity: 0.79

A212322 [746658-74-2]

1-(tert-Butoxycarbonyl)-2-methylpiperidine-2-carboxylic acid

Similarity: 0.79

Amines

A187866 [880166-10-9]

Methyl 1-((tert-butoxycarbonyl)amino)cyclobutanecarboxylate

Similarity: 0.81

A172586 [133467-01-3]

Boc-D-Leu-OMe

Similarity: 0.80

A119638 [676371-64-5]

Methyl 3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylate

Similarity: 0.73

A147571 [303752-38-7]

3-(Boc-amino)bicyclo[1.1.1]pentane-1-carboxylic Acid

Similarity: 0.73

A165612 [146307-51-9]

trans-Methyl 4-((tert-butoxycarbonyl)amino)cyclohexanecarboxylate

Similarity: 0.71

Carboxylic Acids

A275446 [1129634-44-1]

(S)-5-(tert-Butoxycarbonyl)-5-azaspiro[2.4]heptane-6-carboxylic acid

Similarity: 0.80

A117728 [197142-34-0]

(1R,3S,5R)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid

Similarity: 0.79

A212322 [746658-74-2]

1-(tert-Butoxycarbonyl)-2-methylpiperidine-2-carboxylic acid

Similarity: 0.79

A965184 [1217525-04-6]

(2R)-1-(tert-Butoxycarbonyl)octahydro-1H-indole-2-carboxylic acid

Similarity: 0.78

A243729 [291775-59-2]

(1R,3S,4S)-2-(tert-Butoxycarbonyl)-2-azabicyclo[2.2.1]heptane-3-carboxylic acid

Similarity: 0.76

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

{[proInfo.proName]}

CAS No.: 1425038-21-6

{[proInfo.proName]}