(S)-2-((S)-1-Benzyl-2-{(S)-2-[(1S,2S)-1-((S)-1-benzyloxycarbonyl-2-methyl-propylcarbamoyl)-2-methyl-butylcarbamoyl]-pyrrolidin-1-yl}-2-oxo-ethylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: (S)-2-((S)-1-Benzyl-2-{(S)-2-[(1S,2S)-1-((S)-1-benzyloxycarbonyl-2-methyl-propylcarbamoyl)-2-methyl-butylcarbamoyl]-pyrrolidin-1-yl}-2-oxo-ethylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
• CAS No.: 90600-50-3
• Molecular Formula: C₄₂H₅₉N₅O₈
• Molecular Weight: 761.959

Synonyms:(S)-2-((S)-1-Benzyl-2-{(S)-2-[(1S,2S)-1-((S)-1-benzyloxycarbonyl-2-methyl-propylcarbamoyl)-2-methyl-butylcarbamoyl]-pyrrolidin-1-yl}-2-oxo-ethylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property of (S)-2-((S)-1-Benzyl-2-{(S)-2-[(1S,2S)-1-((S)-1-benzyloxycarbonyl-2-methyl-propylcarbamoyl)-2-methyl-butylcarbamoyl]-pyrrolidin-1-yl}-2-oxo-ethylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (S)-2-((S)-1-Benzyl-2-{(S)-2-[(1S,2S)-1-((S)-1-benzyloxycarbonyl-2-methyl-propylcarbamoyl)-2-methyl-butylcarbamoyl]-pyrrolidin-1-yl}-2-oxo-ethylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 6 articles about (S)-2-((S)-1-Benzyl-2-{(S)-2-[(1S,2S)-1-((S)-1-benzyloxycarbonyl-2-methyl-propylcarbamoyl)-2-methyl-butylcarbamoyl]-pyrrolidin-1-yl}-2-oxo-ethylcarbamoyl)-pyrrolidine-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:

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) → (S)-2-((S)-1-Benzyl-2-{(S)-2-[(1S,2S)-1-((S)-1-benzyloxycarbonyl-2-methyl-propylcarbamoyl)-2-methyl-butylcarbamoyl]-pyrrolidin-1-yl}-2-oxo-ethylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (90600-50-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) N-methylmorpholine, ethyl chloroformate, 2) N-methylmorpholine / 1) THF, 10 min, 2) DMF, 1h, ice bath then room temperature overnight

2: 100 percent / 4.1M hydrogen chloride / dioxane / 1 h / Ambient temperature

4: 92 percent / 4.1M hydrogen chloride / dioxane / 2 h / Ambient temperature

5: 1) N-methylmorpholine, ethyl chloroformate, 2) N-methylmorpholine / 1) THF, 10 min, 2) DMF, 1h, ice bath then room temperature overnight

With 4-methyl-morpholine; hydrogenchloride; chloroformic acid ethyl ester; In 1,4-dioxane;

DOI:10.1246/bcsj.57.819

Reference yield:

benzyl (S)-2-((2S,3S)-2-amino-3-methylpentanoylamino)-3-methylbutyrate hydrochloride → (S)-2-((S)-1-Benzyl-2-{(S)-2-[(1S,2S)-1-((S)-1-benzyloxycarbonyl-2-methyl-propylcarbamoyl)-2-methyl-butylcarbamoyl]-pyrrolidin-1-yl}-2-oxo-ethylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (90600-50-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) N-methylmorpholine, ethyl chloroformate, 2) N-methylmorpholine / 1) THF, 10 min, 2) DMF, 1h, ice bath then room temperature overnight

2: 100 percent / 4.1M hydrogen chloride / dioxane / 1 h / Ambient temperature

4: 92 percent / 4.1M hydrogen chloride / dioxane / 2 h / Ambient temperature

5: 1) N-methylmorpholine, ethyl chloroformate, 2) N-methylmorpholine / 1) THF, 10 min, 2) DMF, 1h, ice bath then room temperature overnight

With 4-methyl-morpholine; hydrogenchloride; chloroformic acid ethyl ester; In 1,4-dioxane;

DOI:10.1246/bcsj.57.819

Reference yield:

(S)-2-[(1S,2S)-1-((S)-1-Benzyloxycarbonyl-2-methyl-propylcarbamoyl)-2-methyl-butylcarbamoyl]-pyrrolidine-1-carboxylic acid tert-butyl ester (90600-46-7) → (S)-2-((S)-1-Benzyl-2-{(S)-2-[(1S,2S)-1-((S)-1-benzyloxycarbonyl-2-methyl-propylcarbamoyl)-2-methyl-butylcarbamoyl]-pyrrolidin-1-yl}-2-oxo-ethylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (90600-50-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / 4.1M hydrogen chloride / dioxane / 1 h / Ambient temperature

3: 92 percent / 4.1M hydrogen chloride / dioxane / 2 h / Ambient temperature

4: 1) N-methylmorpholine, ethyl chloroformate, 2) N-methylmorpholine / 1) THF, 10 min, 2) DMF, 1h, ice bath then room temperature overnight

With 4-methyl-morpholine; hydrogenchloride; chloroformic acid ethyl ester; In 1,4-dioxane;

DOI:10.1246/bcsj.57.819

upstream raw materials:

1-(tert-butoxycarbonyl)-L-proline

(S)-2-[(1S,2S)-1-((S)-1-Benzyloxycarbonyl-2-methyl-propylcarbamoyl)-2-methyl-butylcarbamoyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

(S)-2-((2S,3S)-2-{[(S)-1-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-methyl-pentanoylamino)-3-methyl-butyric acid benzyl ester

Downstream raw materials:

C₅₃H₇₁N₁₁O₁₂

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