Structure of Boc-Ala-Osu
CAS No.: 3392-05-0
*Storage: {[sel_prStorage]}
*Shipping: {[sel_prShipping]}
The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
4.5
*For Research Use Only !
Change View
Size | Price | VIP Price | US Stock |
Global Stock |
In Stock | ||
{[ item.pr_size ]} |
Inquiry
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.discount_usd) ]} {[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} |
Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]} | Inquiry {[ item.pr_usastock ]} In Stock Inquiry - | {[ item.pr_chinastock ]} {[ item.pr_remark ]} In Stock 1-2 weeks - Inquiry - | Login | - + | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
1-2weeks
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price, item.pr_usd) ]}
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
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
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 3392-05-0 |
Formula : | C12H18N2O6 |
M.W : | 286.28 |
SMILES Code : | C[C@H](NC(OC(C)(C)C)=O)C(ON1C(CCC1=O)=O)=O |
MDL No. : | MFCD00065974 |
InChI Key : | COMUWNFVTWKSDT-ZETCQYMHSA-N |
Pubchem ID : | 11011585 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H332-H335 |
Precautionary Statements: | P261-P280-P305+P351+P338 |
Num. heavy atoms | 20 |
Num. arom. heavy atoms | 0 |
Fraction Csp3 | 0.67 |
Num. rotatable bonds | 7 |
Num. H-bond acceptors | 6.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 70.69 |
TPSA ? Topological Polar Surface Area: Calculated from |
102.01 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
2.13 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
0.36 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
0.13 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
0.35 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
-0.02 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
0.59 |
Log S (ESOL):? ESOL: Topological method implemented from |
-1.38 |
Solubility | 11.9 mg/ml ; 0.0417 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-2.07 |
Solubility | 2.45 mg/ml ; 0.00857 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-1.18 |
Solubility | 19.1 mg/ml ; 0.0668 mol/l |
Class? Solubility class: Log S scale |
Soluble |
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) |
No |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) |
No |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
No |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
No |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) |
No |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) |
No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-7.79 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from |
0.0 |
Ghose? Ghose filter: implemented from |
None |
Veber? Veber (GSK) filter: implemented from |
0.0 |
Egan? Egan (Pharmacia) filter: implemented from |
0.0 |
Muegge? Muegge (Bayer) filter: implemented from |
0.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.55 |
PAINS? Pan Assay Interference Structures: implemented from |
0.0 alert |
Brenk? Structural Alert: implemented from |
1.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<0.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
3.67 |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
91.1% | General procedure: Under argon protection, BSA (2.2equiv.) was added to a solution of amino acid (1.1equiv.) in anhydrous dichloromethane. After the mixture was stirred for 1-8h at 23C, a solution of N-Boc protected NHS ester (1equiv.) in dichloromethane was added. The reaction mixture was stirred at 23C under argon until all active ester was consumed as judged by TLC analysis. The reaction mixture was washed with brine, dried over Na2SO4 and concentrated in vacuo to provide a white solid. The isolated product was recrystallized from diethyl ether/n-hexane to yield the targeted dipeptide as a white solid. | |
80% | Suspension 1.3 g (11 muetaetaomicronIota) of proline, 1.6 g (11 muiotaetaomicronIota) K2CO3 and 0.1 g of tetrabutylammonium hydroxide in 10 ml of dioxane are stirred for 15 min, 2.9 g (10 muiotatauiotaomicronIota) of N-oxysuccinimide ether of tert-butyloxycarbonyl-L-alanine are added and stirred for 10 h. Then they are diluted with water (25 ml) and stirred for 1 h, extracted with hexane-ether mixture (1 :1 , 15 ml), the aqueous solution is acidified with 1 M hydrochloric acid to pH 2-3, extracted with ethyl acetate (50 ml + 20 ml), the extract is washed with brine, dried with magnesium sulfate and boiled off. 2.3 g (80%) of chromatographically pure tert-butyloxycarbonylalanylproline with melting point of 155- 156C, Rf 0.47 (toluene - acetone - acetic acid, 100:50:1) is obtained, which is used for amide obtainment at the next stage without further purification. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | In N,N-dimethyl-formamide; at 0 - 20℃; | [0109j Boc-Ala-OSu (515 mg, 1.8 mmol) was dissolved in 10 mL dry dichloromethane.The solution was cooled to 0 C and a solution of <strong>[3468-18-6]4-(aminomethyl)indole</strong> (263 mg, 1.8 mmol) inDMF (2 mL) was added. The reaction mixture was warmed to room temperature and stirred overnight. After completion of reaction, dichloromethane was evaporated. The crude solid was dissolved in ethyl acetate and washed with water followed by brine. The organic layer was dried over anhydrous sodium sulfate and evaporated to give product (560 mg, 98%), which was pure byNMR. ?H NMR (500 MHz, DMSO-d6) oe 11.11 (s, 1H), 8.17 (t, J= 5.8 Hz, 1H), 7.32-7.29(m, 2H), 7.01 (t, J= 7.6 Hz, 1H), 6.90 - 6.87 (m, 2H), 6.48 - 6.47 (m, 1H), 4.58 (dd, J 15.2,6.0 Hz, 1H), 4.47 (dd, J 15.2, 5.5 Hz, 1H), 4.05 - 3.99 (m, 1H), 1.38 (s, 9H), 1.20 (d, J= 7.1 Hz, 3H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
29.4 g | 30 g (1.0eq) Boc-D-Glu(OBzl)-NH2 was dissolved in 100 mL trifluoroacetic acid-dichloromethane (v/v=1:1),and the solution was stirred for 1 hour at r.t to removed Boc group. After the completion of the reaction, the TFA wasremoved under vacuum; the residue was repeatedly grinded in anhydrous ether, washed, and evaporated to dryness,and re-dissolved in tetrahydrofuran. The pH of the solution was adjusted to 7?8 with N-methyl morpholine (NMM) in icebath. The Boc-Ala-OSu solution was sparingly added to the solution in a few portions. The mixture was stirred for 5hours in ice bath, and continued for 24 hours at r.t after the completion of the reaction, the mixture was evaporated todryness. The residue was dissolved in proper amount AcOEt and successively washed with diluted hydrochloric acid,saturated sodium bicarbonate aqueous solution and water. The AcOEt layer was separated, and dried with MgSO4overnight. The mixture was filtered and the filtrate was evaporated to dryness. The residue was recrystallized frommethanol and water, the crystal was washed with a big amount of ether to obtained 29.4 g target compound. Yield: 81%,m.p.=134?135 C 1H-NMR(300MHz, DMSO-d6): 1.36(9H, br.s,.1-H), 7.92(1H, d, J=7.8Hz, 4-H), 4.17(1H, m, 5-H), 1.15(3H, d, J=7.2Hz, 6-H), 7.10(1H, d, J=6.6Hz, 8-H), 3.91(1H, m, 9-H), 7.18(1H, br.s, 11-Ha), 7.31(1H, br.s, 11-Hb), 1.75(1H, m,12-Ha), 2.03(1H, m, 12-Hb), 2.33(2H, t, J=7.5Hz, 13-H), 5.07(2H, s, 15-H), 7.31-7.40(5H, m, 17?21-H). ESI-MS: 408.71 [M+H]+, 815.44 [2M+H]+.HR-MS(TOF): 408.2137 [M+H]+, 430.1955 [M+Na]+, C20H29N3O6. |