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

Base Information

Chemical Name:(2S,4R)-1-[(S)-5-({Amino-[(E)-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-sulfonylimino]-methyl}-amino)-2-(2-1H-indol-3-yl-acetylamino)-pentanoyl]-4-benzyl-pyrrolidine-2-carboxylic acid phenethyl-amide
CAS No.:860034-22-6
Molecular Formula:C₄₉H₅₉N₇O₆S
Molecular Weight:874.117
Hs Code.:

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

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

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

There total 8 articles about (2S,4R)-1-[(S)-5-({Amino-[(E)-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-sulfonylimino]-methyl}-amino)-2-(2-1H-indol-3-yl-acetylamino)-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:

: 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

: 87-51-4
indole-3-acetic acid

: 860034-22-6
(2S,4R)-1-[(S)-5-({Amino-[(E)-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-sulfonylimino]-methyl}-amino)-2-(2-1H-indol-3-yl-acetylamino)-pentanoyl]-4-benzyl-pyrrolidine-2-carboxylic acid phenethyl-amide

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 3h;
DOI:10.1016/j.bmcl.2005.03.120

Reference yield:

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

: 860034-22-6
(2S,4R)-1-[(S)-5-({Amino-[(E)-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-sulfonylimino]-methyl}-amino)-2-(2-1H-indol-3-yl-acetylamino)-pentanoyl]-4-benzyl-pyrrolidine-2-carboxylic acid phenethyl-amide

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: EDCI; HOBt; NMM / dimethylformamide / 3 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

: 860034-22-6
(2S,4R)-1-[(S)-5-({Amino-[(E)-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-sulfonylimino]-methyl}-amino)-2-(2-1H-indol-3-yl-acetylamino)-pentanoyl]-4-benzyl-pyrrolidine-2-carboxylic acid phenethyl-amide

Guidance literature:: Multi-step reaction with 4 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

4: EDCI; HOBt; NMM / dimethylformamide / 3 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