(2S,3S)-2-{[((R)-1-{(S)-5-Amino-1-[(R)-2-(1H-indol-3-yl)-1-(3-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-2-phenyl-ethylcarbamoyl)-methyl]-amino}-3-methyl-pentanoic acid

Base Information

Chemical Name:(2S,3S)-2-{[((R)-1-{(S)-5-Amino-1-[(R)-2-(1H-indol-3-yl)-1-(3-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-2-phenyl-ethylcarbamoyl)-methyl]-amino}-3-methyl-pentanoic acid
CAS No.:128684-27-5
Molecular Formula:C₃₉H₅₇N₇O₆
Molecular Weight:719.925
Hs Code.:

(2S,3S)-2-{[((R)-1-{(S)-5-Amino-1-[(R)-2-(1H-indol-3-yl)-1-(3-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-2-phenyl-ethylcarbamoyl)-methyl]-amino}-3-methyl-pentanoic acid

Synonyms:(2S,3S)-2-{[((R)-1-{(S)-5-Amino-1-[(R)-2-(1H-indol-3-yl)-1-(3-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-2-phenyl-ethylcarbamoyl)-methyl]-amino}-3-methyl-pentanoic acid

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Chemical Property of (2S,3S)-2-{[((R)-1-{(S)-5-Amino-1-[(R)-2-(1H-indol-3-yl)-1-(3-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-2-phenyl-ethylcarbamoyl)-methyl]-amino}-3-methyl-pentanoic acid

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Technology Process of (2S,3S)-2-{[((R)-1-{(S)-5-Amino-1-[(R)-2-(1H-indol-3-yl)-1-(3-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-2-phenyl-ethylcarbamoyl)-methyl]-amino}-3-methyl-pentanoic acid

There total 4 articles about (2S,3S)-2-{[((R)-1-{(S)-5-Amino-1-[(R)-2-(1H-indol-3-yl)-1-(3-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-2-phenyl-ethylcarbamoyl)-methyl]-amino}-3-methyl-pentanoic acid 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: 96.0%

: 128684-64-0
(2S,3S)-2-{[((R)-1-{(S)-5-Benzyloxycarbonylamino-1-[(R)-2-(1H-indol-3-yl)-1-(3-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-2-phenyl-ethylcarbamoyl)-methyl]-amino}-3-methyl-pentanoic acid benzyl ester

: 128684-27-5
(2S,3S)-2-{[((R)-1-{(S)-5-Amino-1-[(R)-2-(1H-indol-3-yl)-1-(3-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-2-phenyl-ethylcarbamoyl)-methyl]-amino}-3-methyl-pentanoic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol;
DOI:10.1021/jm00171a034

Reference yield:

: 16652-75-8
L-isoleucine benzyl ester tosylate

: 128684-27-5
(2S,3S)-2-{[((R)-1-{(S)-5-Amino-1-[(R)-2-(1H-indol-3-yl)-1-(3-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-2-phenyl-ethylcarbamoyl)-methyl]-amino}-3-methyl-pentanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / Et₃N / tetrahydrofuran / 144 h / Ambient temperature

2: 82 percent / 3N HCl / ethyl acetate / 1 h

3: 86 percent / dicyclohexylcarbodiimide (DCCI), 1-hydroxybenzotriazole (HOBt), triethylamine / dimethylformamide

4: 96 percent / H₂ / 10percent Pd-C / aq. ethanol

With hydrogenchloride; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm00171a034

Reference yield:

: 128684-58-2
N-(carboxymethyl)-L-isoleucine benzyl ester hydrochloride

: 128684-27-5
(2S,3S)-2-{[((R)-1-{(S)-5-Amino-1-[(R)-2-(1H-indol-3-yl)-1-(3-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-2-phenyl-ethylcarbamoyl)-methyl]-amino}-3-methyl-pentanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / dicyclohexylcarbodiimide (DCCI), 1-hydroxybenzotriazole (HOBt), triethylamine / dimethylformamide

2: 96 percent / H₂ / 10percent Pd-C / aq. ethanol

With hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00171a034