benzyl (S)-3-(1-benzyl-1H-indol-3-yl)-2-[(tert-butoxycarbonyl)amino]propanoate

Base Information

• Chemical Name: benzyl (S)-3-(1-benzyl-1H-indol-3-yl)-2-[(tert-butoxycarbonyl)amino]propanoate
• CAS No.: 1163710-07-3
• Molecular Formula: C₃₀H₃₂N₂O₄
• Molecular Weight: 484.595
• Mol file: 1163710-07-3.mol

Synonyms:benzyl (S)-3-(1-benzyl-1H-indol-3-yl)-2-[(tert-butoxycarbonyl)amino]propanoate

Chemical Property of benzyl (S)-3-(1-benzyl-1H-indol-3-yl)-2-[(tert-butoxycarbonyl)amino]propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (S)-3-(1-benzyl-1H-indol-3-yl)-2-[(tert-butoxycarbonyl)amino]propanoate

There total 4 articles about benzyl (S)-3-(1-benzyl-1H-indol-3-yl)-2-[(tert-butoxycarbonyl)amino]propanoate 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: 90.0%

benzyl bromide (100-39-0) + Boc-Trp-OH (13139-14-5) → benzyl (S)-3-(1-benzyl-1H-indol-3-yl)-2-[(tert-butoxycarbonyl)amino]propanoate (1163710-07-3)

Guidance literature:

Boc-Trp-OH; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 18h;

DOI:10.1021/acs.orglett.8b03551

Reference yield: 77.0%

→ benzyl (S)-3-(1-benzyl-1H-indol-3-yl)-2-[(tert-butoxycarbonyl)amino]propanoate (1163710-07-3)

Guidance literature:

Reference yield:

benzyl bromide (100-39-0) → benzyl (S)-3-(1-benzyl-1H-indol-3-yl)-2-[(tert-butoxycarbonyl)amino]propanoate (1163710-07-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 - 5 °C / Inert atmosphere

2.2: 48 h / 0 - 20 °C / Inert atmosphere

With sodium hydride; potassium carbonate; In N,N-dimethyl-formamide; mineral oil;

DOI:10.1055/s-0036-1588355

upstream raw materials:

benzyl bromide

Boc-Trp-OH

Downstream raw materials:

(S)-tert-butyl 1-(1-benzyl-1H-indol-3-yl)-3-hydroxypropan-2-ylcarbamate

(S)-2-amino-3-(1-benzyl-1H-indol-3-yl)-N-methylpropanamide