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

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-(2-chloro-phenyl)-acetylamino]-pentanoyl}-4-benzyl-pyrrolidine-2-carboxylic acid benzylamide
CAS No.:860034-29-3
Molecular Formula:C₄₆H₅₅ClN₆O₆S
Molecular Weight:855.498
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-(2-chloro-phenyl)-acetylamino]-pentanoyl}-4-benzyl-pyrrolidine-2-carboxylic acid benzylamide

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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-(2-chloro-phenyl)-acetylamino]-pentanoyl}-4-benzyl-pyrrolidine-2-carboxylic acid benzylamide

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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-(2-chloro-phenyl)-acetylamino]-pentanoyl}-4-benzyl-pyrrolidine-2-carboxylic acid benzylamide

There total 7 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-(2-chloro-phenyl)-acetylamino]-pentanoyl}-4-benzyl-pyrrolidine-2-carboxylic acid benzylamide 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:

: 860033-49-4
(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 benzylamide

: 2444-36-2
2'-chloro-benzeneacetic acid

: 860034-29-3
(2S,4R)-1-{(S)-5-({Amino-[(E)-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-sulfonylimino]-methyl}-amino)-2-[2-(2-chloro-phenyl)-acetylamino]-pentanoyl}-4-benzyl-pyrrolidine-2-carboxylic acid benzylamide

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:

: 860033-48-3
(2S,4R)-4-Benzyl-pyrrolidine-2-carboxylic acid benzylamide

: 860034-29-3
(2S,4R)-1-{(S)-5-({Amino-[(E)-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-sulfonylimino]-methyl}-amino)-2-[2-(2-chloro-phenyl)-acetylamino]-pentanoyl}-4-benzyl-pyrrolidine-2-carboxylic acid benzylamide

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:

: 860033-47-2
(2S,4R)-4-Benzyl-2-benzylcarbamoyl-pyrrolidine-1-carboxylic acid tert-butyl ester

: 860034-29-3
(2S,4R)-1-{(S)-5-({Amino-[(E)-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-sulfonylimino]-methyl}-amino)-2-[2-(2-chloro-phenyl)-acetylamino]-pentanoyl}-4-benzyl-pyrrolidine-2-carboxylic acid benzylamide

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