(3R,S)-((S)-2-benzyloxycarbonylamino-4-methylpentanoylamino)-(4R,S)-4-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: (3R,S)-((S)-2-benzyloxycarbonylamino-4-methylpentanoylamino)-(4R,S)-4-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester
• CAS No.: 190142-00-8
• Molecular Formula: C₂₃H₃₅N₃O₆
• Molecular Weight: 449.547

Synonyms:(3R,S)-((S)-2-benzyloxycarbonylamino-4-methylpentanoylamino)-(4R,S)-4-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property of (3R,S)-((S)-2-benzyloxycarbonylamino-4-methylpentanoylamino)-(4R,S)-4-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (3R,S)-((S)-2-benzyloxycarbonylamino-4-methylpentanoylamino)-(4R,S)-4-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester

There total 2 articles about (3R,S)-((S)-2-benzyloxycarbonylamino-4-methylpentanoylamino)-(4R,S)-4-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester 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: 62.0%

Z-Leu-OH (2018-66-8) + [trans-]-3-amino-4-hydroxy-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester (190141-99-2,138026-97-8,148214-90-8,190792-75-7) → (3R,S)-((S)-2-benzyloxycarbonylamino-4-methylpentanoylamino)-(4R,S)-4-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester (190142-00-8)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane;

DOI:10.1021/jm000320t

Reference yield:

Z-Leu-OH (2018-66-8) + (±)-tert-butyl trans-3-amino-4-hydroxypyrrolidine-1-carboxylate (138026-97-8,148214-90-8,190792-75-7) → (3R,S)-((S)-2-benzyloxycarbonylamino-4-methylpentanoylamino)-(4R,S)-4-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester (190142-00-8)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane;

DOI:10.1021/jm980295f

Reference yield: 94.0%

(3R,S)-((S)-2-benzyloxycarbonylamino-4-methylpentanoylamino)-(4R,S)-4-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester (190142-00-8) → [(S)-1-((3R,S),(4R,S)-4-hydroxypyrrolidin-3-ylcarbamoyl)-3-methylbutyl]carbamic acid benzyl ester hydrochloride

Guidance literature:

With hydrogenchloride; In ethyl acetate;

DOI:10.1021/jm000320t

upstream raw materials:

Z-Leu-OH

(±)-tert-butyl trans-3-amino-4-hydroxypyrrolidine-1-carboxylate

[trans-]-3-amino-4-hydroxy-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester

Downstream raw materials:

[(S)-1-(4-Hydroxy-pyrrolidin-3-ylcarbamoyl)-3-methyl-butyl]-carbamic acid benzyl ester

((S)-1-{1-[(3R,S)-((S)-2-benzyloxycarbonylamino-4-methylpentanoylamino)-(4R,S)-hydroxypyrrolidin-1-yl]methanoyl}-3-methylbutyl)carbamic acid benzyl ester

{(S)-1-[3-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-4-oxo-pyrrolidine-1-carbonyl]-3-methyl-butyl}-carbamic acid benzyl ester

[(S)-1-((3R,S),(4R,S)-1-acetyl-4-hydroxypyrrolidin-3-ylcarbamoyl)-3-methylbutyl]carbamic acid benzyl ester

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