Carbamic acid, [2-(2,3-dihydro-1H-indol-1-yl)-2-oxo-1-(phenylmethyl)ethyl]-, 1,1-dimethylethyl ester, (S)-

Base Information

• Chemical Name: Carbamic acid, [2-(2,3-dihydro-1H-indol-1-yl)-2-oxo-1-(phenylmethyl)ethyl]-, 1,1-dimethylethyl ester, (S)-
• CAS No.: 158457-54-6
• Molecular Formula: C22H26N2O3
• Molecular Weight: 366.46
• Mol file: 158457-54-6.mol

Synonyms:

Chemical Property of Carbamic acid, [2-(2,3-dihydro-1H-indol-1-yl)-2-oxo-1-(phenylmethyl)ethyl]-, 1,1-dimethylethyl ester, (S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, [2-(2,3-dihydro-1H-indol-1-yl)-2-oxo-1-(phenylmethyl)ethyl]-, 1,1-dimethylethyl ester, (S)-

There total 3 articles about Carbamic acid, [2-(2,3-dihydro-1H-indol-1-yl)-2-oxo-1-(phenylmethyl)ethyl]-, 1,1-dimethylethyl ester, (S)- 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: 80.0%

→ (S)-[1-benzyl-2-(2,3-dihydro-indol-1-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester (158457-54-6)

Guidance literature:

Reference yield:

1-indoline (496-15-1) + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (S)-[1-benzyl-2-(2,3-dihydro-indol-1-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester (158457-54-6)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tet.2021.132017

Reference yield:

indole (120-72-9) → (S)-[1-benzyl-2-(2,3-dihydro-indol-1-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester (158457-54-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium cyanoborohydride / acetic acid / 3 h / 0 - 20 °C / Inert atmosphere

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

With sodium cyanoborohydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In acetic acid; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2021.132017

upstream raw materials:

indole

1-indoline

N-tert-butoxycarbonyl-L-phenylalanine