benzyl (S)-N-[2-(1H-indol-3-yl)-1-phenylcarbamoylethyl]carbamate

Base Information

• Chemical Name: benzyl (S)-N-[2-(1H-indol-3-yl)-1-phenylcarbamoylethyl]carbamate
• CAS No.: 158951-61-2
• Molecular Formula: C₂₅H₂₃N₃O₃
• Molecular Weight: 413.476
• Mol file: 158951-61-2.mol

Synonyms:benzyl (S)-N-[2-(1H-indol-3-yl)-1-phenylcarbamoylethyl]carbamate

Chemical Property of benzyl (S)-N-[2-(1H-indol-3-yl)-1-phenylcarbamoylethyl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (S)-N-[2-(1H-indol-3-yl)-1-phenylcarbamoylethyl]carbamate

There total 3 articles about benzyl (S)-N-[2-(1H-indol-3-yl)-1-phenylcarbamoylethyl]carbamate 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: 70.0%

aniline (62-53-3) + N-carbobenzyloxy-L-tryptophane (7432-21-5) → benzyl (S)-N-[2-(1H-indol-3-yl)-1-phenylcarbamoylethyl]carbamate (158951-61-2)

Guidance literature:

N-carbobenzyloxy-L-tryptophane; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at 0 ℃; for 0.75h;

aniline; at 0 - 20 ℃; for 17h;

DOI:10.1007/s11172-013-0132-z

Reference yield:

aniline (62-53-3) + N-[(phenylmethoxy)carbonyl]-DL-tryptophan (13058-16-7) → benzyl (S)-N-[2-(1H-indol-3-yl)-1-phenylcarbamoylethyl]carbamate (158951-61-2) + N-(benzyloxycarbonyl)-D-tryptophan (2279-15-4)

Guidance literature:

With rac-cysteine; citrate-buffer; papain; at 40 ℃;

Reference yield:

aniline (62-53-3) + Nα-benzyloxycarbonyl-L-tryptophyl chloride (64693-64-7) → benzyl (S)-N-[2-(1H-indol-3-yl)-1-phenylcarbamoylethyl]carbamate (158951-61-2)

Guidance literature:

upstream raw materials:

aniline

N-[(phenylmethoxy)carbonyl]-DL-tryptophan

N^α-benzyloxycarbonyl-L-tryptophyl chloride

N-carbobenzyloxy-L-tryptophane

Downstream raw materials:

(S)-2-amino-3-(1H-indole-3-yl)-N-phenylpropionamide

N-Boc-Tyr(Bn)-Lys(Boc)-Trp-NHPh