Alaninamide, 2-methyl-N-[1-oxo-3-[(triphenylmethyl)thio]propyl]alanyl-2-methylalanyl-2 -methylalanyl-N-(1,1-dimethylethyl)-2-methyl-

Base Information

• Chemical Name: Alaninamide, 2-methyl-N-[1-oxo-3-[(triphenylmethyl)thio]propyl]alanyl-2-methylalanyl-2 -methylalanyl-N-(1,1-dimethylethyl)-2-methyl-
• CAS No.: 875577-26-7
• Molecular Formula: C42H57N5O5S
• Molecular Weight: 744.011
• Mol file: 875577-26-7.mol

Synonyms:

Chemical Property of Alaninamide, 2-methyl-N-[1-oxo-3-[(triphenylmethyl)thio]propyl]alanyl-2-methylalanyl-2 -methylalanyl-N-(1,1-dimethylethyl)-2-methyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Alaninamide, 2-methyl-N-[1-oxo-3-[(triphenylmethyl)thio]propyl]alanyl-2-methylalanyl-2 -methylalanyl-N-(1,1-dimethylethyl)-2-methyl-

There total 8 articles about Alaninamide, 2-methyl-N-[1-oxo-3-[(triphenylmethyl)thio]propyl]alanyl-2-methylalanyl-2 -methylalanyl-N-(1,1-dimethylethyl)-2-methyl- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 52.0%

3-(tritylthio) propanoic acid (27144-18-9) + H-Aib4OtBu → N-{1-[1-(1-tert-butylcarbamoyl-1-methyl-ethylcarbamoyl)-1-methyl-ethylcarbamoyl]-1-methyl-ethyl}-2-methyl-2-(3-tritylsulfanyl-propionylamino)-propionamide (875577-26-7)

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/ja0560581

Reference yield:

H-Aib-NHtBu → N-{1-[1-(1-tert-butylcarbamoyl-1-methyl-ethylcarbamoyl)-1-methyl-ethylcarbamoyl]-1-methyl-ethyl}-2-methyl-2-(3-tritylsulfanyl-propionylamino)-propionamide (875577-26-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 70 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxy-7-aza-1,2,3-benzotriazole; N,N-diisopropylethylamine / CH₂Cl₂ / 12 h / 20 °C

2: methanol / catalytic hydrogenation

3: 67 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxy-7-aza-1,2,3-benzotriazole; N,N-diisopropylethylamine / CH₂Cl₂ / 14 h / 20 °C

4: methanol / catalytic hydrogenation

5: 60 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxy-7-aza-1,2,3-benzotriazole; N,N-diisopropylethylamine / CH₂Cl₂ / 24 h / 20 °C

6: methanol / catalytic hydrogenation

7: 52 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxy-7-aza-1,2,3-benzotriazole; N,N-diisopropylethylamine / CH₂Cl₂ / 24 h / 20 °C

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

DOI:10.1021/ja0560581

Reference yield:

2-(2-amino-2-methyl-propionylamino)-N-tert-butyl-2-methyl-propionamide → N-{1-[1-(1-tert-butylcarbamoyl-1-methyl-ethylcarbamoyl)-1-methyl-ethylcarbamoyl]-1-methyl-ethyl}-2-methyl-2-(3-tritylsulfanyl-propionylamino)-propionamide (875577-26-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 67 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxy-7-aza-1,2,3-benzotriazole; N,N-diisopropylethylamine / CH₂Cl₂ / 14 h / 20 °C

2: methanol / catalytic hydrogenation

3: 60 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxy-7-aza-1,2,3-benzotriazole; N,N-diisopropylethylamine / CH₂Cl₂ / 24 h / 20 °C

4: methanol / catalytic hydrogenation

5: 52 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxy-7-aza-1,2,3-benzotriazole; N,N-diisopropylethylamine / CH₂Cl₂ / 24 h / 20 °C

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

DOI:10.1021/ja0560581

upstream raw materials:

3-(tritylthio) propanoic acid

benzyl (1-(tert-butylamino)-2-methyl-1-oxopropan-2-yl)carbamate

[1-(1-tert-butylcarbamoyl-1-methyl-ethylcarbamoyl)-1-methyl-ethyl]-carbamic acid benzyl ester

Z-(Aib)3-NHtBu