(S)-1-[(S)-2-((S)-5-Benzyloxycarbonylamino-2-{(S)-2-[(R)-2-((R)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-3-methyl-butyrylamino}-pentanoylamino)-4-methyl-pentanoyl]-pyrrolidine-2-carboxylic acid benzyl ester

Base Information

• Chemical Name: (S)-1-[(S)-2-((S)-5-Benzyloxycarbonylamino-2-{(S)-2-[(R)-2-((R)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-3-methyl-butyrylamino}-pentanoylamino)-4-methyl-pentanoyl]-pyrrolidine-2-carboxylic acid benzyl ester
• CAS No.: 95716-13-5
• Molecular Formula: C₅₉H₇₇N₇O₁₁
• Molecular Weight: 1060.3

Synonyms:(S)-1-[(S)-2-((S)-5-Benzyloxycarbonylamino-2-{(S)-2-[(R)-2-((R)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-3-methyl-butyrylamino}-pentanoylamino)-4-methyl-pentanoyl]-pyrrolidine-2-carboxylic acid benzyl ester

Chemical Property of (S)-1-[(S)-2-((S)-5-Benzyloxycarbonylamino-2-{(S)-2-[(R)-2-((R)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-3-methyl-butyrylamino}-pentanoylamino)-4-methyl-pentanoyl]-pyrrolidine-2-carboxylic acid benzyl ester

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Technology Process of (S)-1-[(S)-2-((S)-5-Benzyloxycarbonylamino-2-{(S)-2-[(R)-2-((R)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-3-methyl-butyrylamino}-pentanoylamino)-4-methyl-pentanoyl]-pyrrolidine-2-carboxylic acid benzyl ester

There total 9 articles about (S)-1-[(S)-2-((S)-5-Benzyloxycarbonylamino-2-{(S)-2-[(R)-2-((R)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-3-methyl-butyrylamino}-pentanoylamino)-4-methyl-pentanoyl]-pyrrolidine-2-carboxylic acid benzyl 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:

t-Boc-L-valine (13734-41-3) → (S)-1-[(S)-2-((S)-5-Benzyloxycarbonylamino-2-{(S)-2-[(R)-2-((R)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-3-methyl-butyrylamino}-pentanoylamino)-4-methyl-pentanoyl]-pyrrolidine-2-carboxylic acid benzyl ester (95716-13-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide, (C₂H₅)3N / CHCl₃ / 0 deg C, 2 h; room temperature, overnight

2: HCl, anisole / dioxane / 0.5 h / Ambient temperature

3: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide, (C₂H₅)3N / CHCl₃ / 0 deg C, 2 h; room temperature, overnight

With hydrogenchloride; methoxybenzene; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In 1,4-dioxane; chloroform;

DOI:10.1246/bcsj.57.3210

Reference yield:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → (S)-1-[(S)-2-((S)-5-Benzyloxycarbonylamino-2-{(S)-2-[(R)-2-((R)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-3-methyl-butyrylamino}-pentanoylamino)-4-methyl-pentanoyl]-pyrrolidine-2-carboxylic acid benzyl ester (95716-13-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide, (C₂H₅)3N / CHCl₃ / 0 deg C, 2 h; room temperature, overnight

2: HCl, anisole / dioxane / 0.5 h / Ambient temperature

3: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide, (C₂H₅)3N / CHCl₃ / 0 deg C, 2 h; room temperature, overnight

4: HCl, anisole / dioxane / 0.5 h / Ambient temperature

5: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide, (C₂H₅)3N / CHCl₃ / 0 deg C, 2 h; room temperature, overnight

6: HCl, anisole / dioxane / 0.5 h / Ambient temperature

7: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide, (C₂H₅)3N / CHCl₃ / 0 deg C, 2 h; room temperature, overnight

With hydrogenchloride; methoxybenzene; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In 1,4-dioxane; chloroform;

DOI:10.1246/bcsj.57.3210

Reference yield:

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride (16652-71-4) → (S)-1-[(S)-2-((S)-5-Benzyloxycarbonylamino-2-{(S)-2-[(R)-2-((R)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-3-methyl-butyrylamino}-pentanoylamino)-4-methyl-pentanoyl]-pyrrolidine-2-carboxylic acid benzyl ester (95716-13-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide, (C₂H₅)3N / CHCl₃ / 0 deg C, 2 h; room temperature, overnight

2: HCl, anisole / dioxane / 0.5 h / Ambient temperature

3: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide, (C₂H₅)3N / CHCl₃ / 0 deg C, 2 h; room temperature, overnight

4: HCl, anisole / dioxane / 0.5 h / Ambient temperature

5: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide, (C₂H₅)3N / CHCl₃ / 0 deg C, 2 h; room temperature, overnight

6: HCl, anisole / dioxane / 0.5 h / Ambient temperature

7: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide, (C₂H₅)3N / CHCl₃ / 0 deg C, 2 h; room temperature, overnight

With hydrogenchloride; methoxybenzene; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In 1,4-dioxane; chloroform;

DOI:10.1246/bcsj.57.3210

upstream raw materials:

Boc-D-Phe-OH

H-Val-Orn(Z)-Leu-Pro-OBzl

t-Boc-L-valine

N-tert-butoxycarbonyl-L-leucine

Downstream raw materials:

{(S)-4-{(S)-2-[(R)-2-((R)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-3-methyl-butyrylamino}-4-[(S)-1-((S)-2-hydrazinocarbonyl-pyrrolidine-1-carbonyl)-3-methyl-butylcarbamoyl]-butyl}-carbamic acid benzyl ester

(S)-1-[(S)-2-((S)-5-Benzyloxycarbonylamino-2-{(S)-2-[(R)-2-((R)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-3-methyl-butyrylamino}-pentanoylamino)-4-methyl-pentanoyl]-pyrrolidine-2-carboxylic acid

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