(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 phenylamide

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 phenylamide
• CAS No.: 860034-21-5
• Molecular Formula: C₄₇H₅₅N₇O₆S
• Molecular Weight: 846.063
• Mol file: 860034-21-5.mol

Synonyms:(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 phenylamide

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 phenylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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 phenylamide

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 phenylamide 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:

(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 phenylamide (860033-78-9) + indole-3-acetic acid (87-51-4) → (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 phenylamide (860034-21-5)

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:

(2S,4R)-4-Benzyl-pyrrolidine-2-carboxylic acid phenylamide (860033-74-5) → (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 phenylamide (860034-21-5)

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:

(2S,4R)-4-Benzyl-2-phenylcarbamoyl-pyrrolidine-1-carboxylic acid tert-butyl ester (860033-70-1) → (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 phenylamide (860034-21-5)

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

upstream raw materials:

(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 phenylamide

indole-3-acetic acid

(2S,4R)-4-Benzyl-pyrrolidine-2-carboxylic acid phenylamide

(2S,4R)-4-Benzyl-2-phenylcarbamoyl-pyrrolidine-1-carboxylic acid tert-butyl ester