(2S,4R)-1-[(S)-2-Amino-5-({amino-[(E)-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-sulfonylimino]-methyl}-amino)-pentanoyl]-4-benzyl-pyrrolidine-2-carboxylic acid phenethyl-amide

Base Information

Chemical Name:(2S,4R)-1-[(S)-2-Amino-5-({amino-[(E)-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-sulfonylimino]-methyl}-amino)-pentanoyl]-4-benzyl-pyrrolidine-2-carboxylic acid phenethyl-amide
CAS No.:860033-79-0
Molecular Formula:C₃₉H₅₂N₆O₅S
Molecular Weight:716.945
Hs Code.:

(2S,4R)-1-[(S)-2-Amino-5-({amino-[(E)-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-sulfonylimino]-methyl}-amino)-pentanoyl]-4-benzyl-pyrrolidine-2-carboxylic acid phenethyl-amide

Synonyms:(2S,4R)-1-[(S)-2-Amino-5-({amino-[(E)-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-sulfonylimino]-methyl}-amino)-pentanoyl]-4-benzyl-pyrrolidine-2-carboxylic acid phenethyl-amide

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Chemical Property of (2S,4R)-1-[(S)-2-Amino-5-({amino-[(E)-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-sulfonylimino]-methyl}-amino)-pentanoyl]-4-benzyl-pyrrolidine-2-carboxylic acid phenethyl-amide

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Technology Process of (2S,4R)-1-[(S)-2-Amino-5-({amino-[(E)-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-sulfonylimino]-methyl}-amino)-pentanoyl]-4-benzyl-pyrrolidine-2-carboxylic acid phenethyl-amide

There total 7 articles about (2S,4R)-1-[(S)-2-Amino-5-({amino-[(E)-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-sulfonylimino]-methyl}-amino)-pentanoyl]-4-benzyl-pyrrolidine-2-carboxylic acid phenethyl-amide 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: 91.0%

: 860034-14-6
[(S)-4-({Amino-[(E)-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-sulfonylimino]-methyl}-amino)-1-((2S,4R)-4-benzyl-2-phenethylcarbamoyl-pyrrolidine-1-carbonyl)-butyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

: 860033-79-0
(2S,4R)-1-[(S)-2-Amino-5-({amino-[(E)-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-sulfonylimino]-methyl}-amino)-pentanoyl]-4-benzyl-pyrrolidine-2-carboxylic acid phenethyl-amide

Guidance literature:: With piperidine; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;
DOI:10.1016/j.bmcl.2005.03.120

Reference yield:

: 860033-75-6
(2S,4R)-4-Benzyl-pyrrolidine-2-carboxylic acid phenethyl-amide

: 860033-79-0
(2S,4R)-1-[(S)-2-Amino-5-({amino-[(E)-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-sulfonylimino]-methyl}-amino)-pentanoyl]-4-benzyl-pyrrolidine-2-carboxylic acid phenethyl-amide

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / EDCI; HOBt; NMM / dimethylformamide / 4 h / 20 °C

2: 91 percent / piperidine / dimethylformamide / 0.5 h / 20 °C

With piperidine; 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.03.120

Reference yield:

: 860033-71-2
(2S,4R)-4-Benzyl-2-phenethylcarbamoyl-pyrrolidine-1-carboxylic acid tert-butyl ester

: 860033-79-0
(2S,4R)-1-[(S)-2-Amino-5-({amino-[(E)-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-sulfonylimino]-methyl}-amino)-pentanoyl]-4-benzyl-pyrrolidine-2-carboxylic acid phenethyl-amide

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / TFA / CH₂Cl₂ / 3 h / 20 °C

2: 90 percent / EDCI; HOBt; NMM / dimethylformamide / 4 h / 20 °C

3: 91 percent / piperidine / dimethylformamide / 0.5 h / 20 °C

With piperidine; 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.03.120