Home Cart Sign in  
Chemical Structure| 480452-05-9 Chemical Structure| 480452-05-9

Structure of 480452-05-9

Chemical Structure| 480452-05-9

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

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

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 480452-05-9 ]

CAS No. :480452-05-9
Formula : C9H20N2O2
M.W : 188.27
SMILES Code : O=C(OC(C)(C)C)NCC(C)CN
MDL No. :MFCD06804536
InChI Key :ORDMEFMUSKDHOL-UHFFFAOYSA-N
Pubchem ID :44629801

Safety of [ 480452-05-9 ]

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

Computational Chemistry of [ 480452-05-9 ] Show Less

Physicochemical Properties

Num. heavy atoms 13
Num. arom. heavy atoms 0
Fraction Csp3 0.89
Num. rotatable bonds 6
Num. H-bond acceptors 3.0
Num. H-bond donors 2.0
Molar Refractivity 52.6
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

64.35 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

2.3
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

0.78
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

1.11
Log Po/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.

0.95
Log Po/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

0.38
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

1.1

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-1.1
Solubility 14.9 mg/ml ; 0.0789 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-1.71
Solubility 3.65 mg/ml ; 0.0194 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very 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

-1.72
Solubility 3.59 mg/ml ; 0.0191 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

Yes
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

No
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.

-6.89 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

1.0
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

0.0 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<1.0
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)

2.63

Application In Synthesis of [ 480452-05-9 ]

* 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 [ 480452-05-9 ]

[ 480452-05-9 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 480452-05-9 ]
  • [ 1301177-26-3 ]
  • [ 1301178-04-0 ]
  • 2
  • [ 480452-05-9 ]
  • [ 637-44-5 ]
  • [ 1431960-45-0 ]
YieldReaction ConditionsOperation in experiment
82% With triethylamine; HATU; In tetrahydrofuran; at 25℃; for 12h; PP-2-2A FC-1 -4A To a stirred solution of phenylpropiolic acid (156 mg, 1 .1 mmol) in THF (2 mL) was added N-(tert-butoxycarbonyl)-2-methyl-1 , 3-diaminopropane (200 mg, 1.1 mmol), HATU (613 mg, 1 .6 mmol) and TEA (0.3 mL). The reaction mixture was stirred at 25 C for 12 hrs. The analysis of LCMS showed completion of reaction and formation of desired product, it was quenched by addition of H20 (20 mL), extracted with EtOAc (2 x 50 mL), the organic layer was washed with H20, brine dried over Na2S04 and concentrated. The residue was purified by column chromatography on silica gel (DCM/MeOH = 10:1 ) to afford the product as a white solid (0.28 g, yield: 82%).
  • 3
  • [ 619-65-8 ]
  • [ 480452-05-9 ]
  • [ 1427185-30-5 ]
YieldReaction ConditionsOperation in experiment
92% With triethylamine; HATU; In N,N-dimethyl-formamide; at 10 - 35℃; for 16h; (Step 1) A solution of <strong>[480452-05-9]tert-butyl (3-amino-2-methylpropyl)carbamate</strong> (200 mg, 1.06 mmol), 4-cyanobenzoic acid (156 mg, 1.06 mmol), HATU (525 mg,1.38 mmol) and TEA (0.444 mL, 3.19 mmol) in DMF (5 mL) was stirred at room temperature for 16 hr. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 10 to 50% ethyl acetate/hexane) to give tert-butyl (3-(4-cyanobenzamido)-2-methylpropyl)carbamate (311 mg, 0.980 mmol, 92%) as a white powder. 1H-NMR(300MHz,CDCl3) :delta0.83(3H,d,J=6.8Hz), 1.37(9H,s), 1.74-1.93(1H,m), 2.76-3.00(2H,m), 3.05-3.25(2H,m), 6.82(1H,t,J=5.7Hz), 7.93-8.02(4H,m), 8.65(1H,t,J=5.5Hz)
  • 4
  • [ 480452-05-9 ]
  • [ 49584-26-1 ]
  • [ 1427185-23-6 ]
YieldReaction ConditionsOperation in experiment
72.7% With triethylamine; In tetrahydrofuran; at 10 - 35℃; for 16h; (Step 1) To a solution of <strong>[480452-05-9]tert-butyl (3-amino-2-methylpropyl)carbamate</strong> (200 mg, 1.06 mmol) and TEA (0.444 mL, 3.19 mmol) in THF (5 mL) was added 4-cyanobenzene-1-sulfonyl chloride (214 mg, 1.06 mmol), and the mixture was stirred at room temperature for 16 hr. To the reaction solution was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 10 to 100% ethyl acetate/hexane) to give tert-butyl (3-(4-cyanophenylsulfonamido)-2-methylpropyl)carbamate (273 mg, 0.772 mmol, 72.7%) as a white powder. 1H-NMR (300MHz, DMSO-d6) :delta0.77(3H,d,J=6.8Hz), 1.34(9H,s), 1.53-1.71(1H,m), 2.52-2.57(1H,m), 2.64-2.89(3H,m), 6.78(1H,t,J=5.8Hz), 7.84(1H,s), 7.90-7.97(2H,m), 8.05-8.12(2H,m)
  • 5
  • [ 18282-59-2 ]
  • [ 480452-05-9 ]
  • [ 1188535-24-1 ]
  • 6
  • [ 480452-05-9 ]
  • [ 1622845-93-5 ]
  • 7
  • [ 480452-05-9 ]
  • [ 1188535-22-9 ]
  • 8
  • [ 443956-11-4 ]
  • [ 480452-05-9 ]
  • tert-butyl 2-methyl-3-((3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)methylamino)propylcarbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
92% A mixture of Dl (946 mg, 5.31 mmol) and 5-2 (1.00 g, 5.31 mmol) in CHC13 (53 mL) was stirred at room temperature for 1 hour. A solution of l/2ZnCl2-NaBH3CN (0.3 M MeOH solution, 17.7 mL, 5.31 mmol) was added to the reaction mixture and the mixture was stirred at room temperature for 3.25 hours. After quenching the reaction mixture by addition of water, the mixture was extracted with CH2C12. The organic extracts were dried over NaS04, filtered, and then concentrated under reduced pressure. Flash chromatography (CH2Cl2/MeOH/NH4OH = 10: 1 :0.01) of the residue on silica gel gave 5-3 (1.71 g, 92%). 1H NMR (400 MHz, DMSO-< 6) delta 0.87 (d, J = 6.7 Hz, 3H), 1.35 (s, 9H), 1.80- 1.95 (m, 1H), 2.54-2.64 (m, 1H), 2.66-2.76 (m, 1H), 2.81 -2.96 (m, 2H), 3.93 (s, 2H), 4.65 (s, 2H), 6.93 (br, 1H), 7.09 (d, J= 7.9 Hz, 1H), 7.37 (d, J = 7.9 Hz, 1H), 11.3 (s, 1H).
  • 9
  • [ 480452-05-9 ]
  • (4-chloro-6-(3-fluoro-4-(trifluoromethoxy)phenyl)pyridin-2-yl)methanol [ No CAS ]
  • tert-butyl (3-((2-(3-fluoro-4-(trifluoromethoxy)phenyl)-6-(hydroxymethyl)pyridin-4-yl)amino)-2-methylpropyl)carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; at 150℃; for 1.5h;Inert atmosphere; Microwave irradiation; Step B: tert-Butyl (3-((2-(3-fluoro-4-(trifluoromethoxy)phenyl)-6-(hydroxymethyl)pyridin-4-yl)amino)-2-methylpropyl)carbamate A solution of (4-chloro-6-(3-fluoro-4-(trifluoromethoxy)phenyl)pyridin-2-yl)methanol (25 mg, 0.077 mmol), <strong>[480452-05-9]tert-butyl (3-amino-2-methylpropyl)carbamate</strong> (77 mg, 0.39 mmol), potassium phosphate (49 mg, 0.23 mmol), Pd2(dba)3 (6 mg, 0.006 mmol), and rac-BINAP (8 mg, 0.012 mmol) in dioxane (1.1 mL) was heated in the microwave at 150 C. for 1.5 hours then filtered through Celite. Purification by basic prep HPLC (Agilent, Waters XBridge C18 5 um 50*100 mm column, 5-90% MeCN/20 mM NH4OH over 15 min, 80 mL/min) gave the title compound (25 mg, 68%). MS (ESI): mass calcd. for C22H27F4N3O4, 473.2; m/z found, 474.2 [M+H]+.
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 480452-05-9 ]

Aliphatic Chain Hydrocarbons

Chemical Structure| 442514-22-9

A349076 [442514-22-9]

tert-Butyl (3-(methylamino)propyl)carbamate

Similarity: 0.97

Chemical Structure| 127346-48-9

A100445 [127346-48-9]

tert-Butyl (3-aminopropyl)carbamate hydrochloride

Similarity: 0.95

Chemical Structure| 183059-24-7

A222680 [183059-24-7]

tert-Butyl 2-hydroxy-2-methylpropylcarbamate

Similarity: 0.90

Chemical Structure| 144912-84-5

A679901 [144912-84-5]

tert-Butyl (3-amino-2-hydroxypropyl)carbamate

Similarity: 0.90

Chemical Structure| 156731-40-7

A326774 [156731-40-7]

1-(Boc-amino)-3-butene

Similarity: 0.90

Amides

Chemical Structure| 91188-15-7

A290078 [91188-15-7]

3-(Boc-Aminomethyl)azetidine

Similarity: 0.97

Chemical Structure| 442514-22-9

A349076 [442514-22-9]

tert-Butyl (3-(methylamino)propyl)carbamate

Similarity: 0.97

Chemical Structure| 1170108-38-9

A237669 [1170108-38-9]

tert-Butyl (azetidin-3-ylmethyl)carbamate hydrochloride

Similarity: 0.95

Chemical Structure| 127346-48-9

A100445 [127346-48-9]

tert-Butyl (3-aminopropyl)carbamate hydrochloride

Similarity: 0.95

Chemical Structure| 144912-84-5

A679901 [144912-84-5]

tert-Butyl (3-amino-2-hydroxypropyl)carbamate

Similarity: 0.90

Amines

Chemical Structure| 91188-15-7

A290078 [91188-15-7]

3-(Boc-Aminomethyl)azetidine

Similarity: 0.97

Chemical Structure| 442514-22-9

A349076 [442514-22-9]

tert-Butyl (3-(methylamino)propyl)carbamate

Similarity: 0.97

Chemical Structure| 1170108-38-9

A237669 [1170108-38-9]

tert-Butyl (azetidin-3-ylmethyl)carbamate hydrochloride

Similarity: 0.95

Chemical Structure| 127346-48-9

A100445 [127346-48-9]

tert-Butyl (3-aminopropyl)carbamate hydrochloride

Similarity: 0.95

Chemical Structure| 144912-84-5

A679901 [144912-84-5]

tert-Butyl (3-amino-2-hydroxypropyl)carbamate

Similarity: 0.90