(S)-6-Benzyloxycarbonylamino-2-[((2R,3R)-3-phenyl-pyrrolidine-2-carbonyl)-amino]-hexanoic acid methyl ester

Base Information

Chemical Name:(S)-6-Benzyloxycarbonylamino-2-[((2R,3R)-3-phenyl-pyrrolidine-2-carbonyl)-amino]-hexanoic acid methyl ester
CAS No.:221525-71-9
Molecular Formula:C₂₆H₃₃N₃O₅
Molecular Weight:467.565
Hs Code.:

Synonyms:(S)-6-Benzyloxycarbonylamino-2-[((2R,3R)-3-phenyl-pyrrolidine-2-carbonyl)-amino]-hexanoic acid methyl ester

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Chemical Property of (S)-6-Benzyloxycarbonylamino-2-[((2R,3R)-3-phenyl-pyrrolidine-2-carbonyl)-amino]-hexanoic acid methyl ester

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Technology Process of (S)-6-Benzyloxycarbonylamino-2-[((2R,3R)-3-phenyl-pyrrolidine-2-carbonyl)-amino]-hexanoic acid methyl ester

There total 4 articles about (S)-6-Benzyloxycarbonylamino-2-[((2R,3R)-3-phenyl-pyrrolidine-2-carbonyl)-amino]-hexanoic acid methyl 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: 72.0%

: 221525-67-3
(2R,3R)-2-((S)-5-Benzyloxycarbonylamino-1-methoxycarbonyl-pentylcarbamoyl)-3-phenyl-pyrrolidine-1-carboxylic acid tert-butyl ester

: 221525-71-9
(S)-6-Benzyloxycarbonylamino-2-[((2R,3R)-3-phenyl-pyrrolidine-2-carbonyl)-amino]-hexanoic acid methyl ester

Guidance literature:: With trifluoroacetic acid; In chloroform; for 12h; Ambient temperature;
DOI:10.1055/s-1999-2578

Reference yield:

: 24498-31-5
(S)-methyl 2-amino-6-(benzyloxycarbonylamino)hexanoate

: 221525-71-9
(S)-6-Benzyloxycarbonylamino-2-[((2R,3R)-3-phenyl-pyrrolidine-2-carbonyl)-amino]-hexanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 46 percent / HOBt, EDCI, TEA / CH₂Cl₂; tetrahydrofuran / 12 h / Ambient temperature

2: 72 percent / CF₃COOH / CHCl₃ / 12 h / Ambient temperature

With TEA; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; chloroform;
DOI:10.1055/s-1999-2578

Reference yield:

: 118758-49-9
(2S,3S)-3-phenyl-pyrrolidine-2-carboxylic acid

: 221525-71-9
(S)-6-Benzyloxycarbonylamino-2-[((2R,3R)-3-phenyl-pyrrolidine-2-carbonyl)-amino]-hexanoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / Na₂CO₃ / dioxane / 12 h / Ambient temperature

2: 46 percent / HOBt, EDCI, TEA / CH₂Cl₂; tetrahydrofuran / 12 h / Ambient temperature

3: 72 percent / CF₃COOH / CHCl₃ / 12 h / Ambient temperature

With TEA; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; chloroform;
DOI:10.1055/s-1999-2578