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

Base Information

• Chemical Name: (S)-1-((S)-2-{(S)-2-[(S)-5-Benzyloxycarbonylamino-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-pentanoylamino]-4-methyl-pentanoylamino}-3-phenyl-propionyl)-pyrrolidine-2-carboxylic acid benzyl ester
• CAS No.: 95783-01-0
• Molecular Formula: C₅₀H₆₈N₆O₁₀
• Molecular Weight: 913.124

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about (S)-1-((S)-2-{(S)-2-[(S)-5-Benzyloxycarbonylamino-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-pentanoylamino]-4-methyl-pentanoylamino}-3-phenyl-propionyl)-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:

(S)-1-[(S)-2-(2,2-Dimethyl-propoxycarbonylamino)-3-phenyl-propionyl]-pyrrolidine-2-carboxylic acid benzyl ester → (S)-1-((S)-2-{(S)-2-[(S)-5-Benzyloxycarbonylamino-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-pentanoylamino]-4-methyl-pentanoylamino}-3-phenyl-propionyl)-pyrrolidine-2-carboxylic acid benzyl ester (95783-01-0)

Guidance literature:

Multi-step reaction with 6 steps

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

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

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

4: 1-hydroxybenzotriazole, (C₂H₅)3N, dicyclohexylcarbodiimide / CHCl₃ / 0 deg C, 2 h; room temperature, overnight

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

6: 1-hydroxybenzotriazole, (C₂H₅)3N, dicyclohexylcarbodiimide / CHCl₃ / 0 deg C, 2 h; room temperature, overnight

With hydrogenchloride; benzotriazol-1-ol; methoxybenzene; triethylamine; dicyclohexyl-carbodiimide; 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)-2-[(S)-5-Benzyloxycarbonylamino-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-pentanoylamino]-4-methyl-pentanoylamino}-3-phenyl-propionyl)-pyrrolidine-2-carboxylic acid benzyl ester (95783-01-0)

Guidance literature:

Multi-step reaction with 5 steps

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

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

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

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

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

With hydrogenchloride; benzotriazol-1-ol; methoxybenzene; triethylamine; dicyclohexyl-carbodiimide; 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)-2-[(S)-5-Benzyloxycarbonylamino-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-pentanoylamino]-4-methyl-pentanoylamino}-3-phenyl-propionyl)-pyrrolidine-2-carboxylic acid benzyl ester (95783-01-0)

Guidance literature:

Multi-step reaction with 7 steps

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

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

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

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

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

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

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

With hydrogenchloride; benzotriazol-1-ol; methoxybenzene; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; chloroform;

DOI:10.1246/bcsj.57.3210

upstream raw materials:

t-Boc-L-valine

Orn(Z)-Leu-Phe-Pro-Obzl

N-tert-butoxycarbonyl-L-leucine

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

Downstream raw materials:

C₆₆H₈₁Cl₂N₇O₁₂

C₆₆H₈₃N₇O₁₂

C₅₉H₇₇Cl₂N₉O₁₁

C₅₉H₇₉N₉O₁₁

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