(S)-2-Benzyloxycarbonylamino-3-(5-methyl-1H-indol-3-yl)-propionic acid benzyl ester

Base Information

• Chemical Name: (S)-2-Benzyloxycarbonylamino-3-(5-methyl-1H-indol-3-yl)-propionic acid benzyl ester
• CAS No.: 126496-82-0
• Molecular Formula: C₂₇H₂₆N₂O₄
• Molecular Weight: 442.514
• Mol file: 126496-82-0.mol

Synonyms:(S)-2-Benzyloxycarbonylamino-3-(5-methyl-1H-indol-3-yl)-propionic acid benzyl ester

Chemical Property of (S)-2-Benzyloxycarbonylamino-3-(5-methyl-1H-indol-3-yl)-propionic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-Benzyloxycarbonylamino-3-(5-methyl-1H-indol-3-yl)-propionic acid benzyl ester

There total 3 articles about (S)-2-Benzyloxycarbonylamino-3-(5-methyl-1H-indol-3-yl)-propionic acid benzyl ester 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: 46.0%

5-methyl-1H-indole (614-96-0) + benzyl (2S)-1-benzyloxycarbonyl-aziridine-2-carboxylate (83824-80-0) → (S)-2-Benzyloxycarbonylamino-3-(5-methyl-1H-indol-3-yl)-propionic acid benzyl ester (126496-82-0)

Guidance literature:

With zinc trifluoromethanesulfonate; In chloroform; at 78 ℃; for 18h;

DOI:10.1016/S0040-4039(00)99325-0

Reference yield:

benzyl (-)-(2S)-1-trityl-aziridine-2-carboxylate (67413-25-6) → (S)-2-Benzyloxycarbonylamino-3-(5-methyl-1H-indol-3-yl)-propionic acid benzyl ester (126496-82-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) TFA

2: 46 percent / Zn(OTf)2 / CHCl₃ / 18 h / 78 °C

With zinc trifluoromethanesulfonate; trifluoroacetic acid; In chloroform;

DOI:10.1016/S0040-4039(00)99325-0

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → (S)-2-Benzyloxycarbonylamino-3-(5-methyl-1H-indol-3-yl)-propionic acid benzyl ester (126496-82-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) TFA

2: 46 percent / Zn(OTf)2 / CHCl₃ / 18 h / 78 °C

With zinc trifluoromethanesulfonate; trifluoroacetic acid; In chloroform;

DOI:10.1016/S0040-4039(00)99325-0

upstream raw materials:

5-methyl-1H-indole

benzyl (2S)-1-benzyloxycarbonyl-aziridine-2-carboxylate

benzyl (-)-(2S)-1-trityl-aziridine-2-carboxylate

benzyl chloroformate