(R)-4-[(S)-5-Benzyloxycarbonylamino-1-((R)-1-carboxy-ethylcarbamoyl)-pentylcarbamoyl]-2-octanoylamino-butyric acid benzyl ester

Base Information

• Chemical Name: (R)-4-[(S)-5-Benzyloxycarbonylamino-1-((R)-1-carboxy-ethylcarbamoyl)-pentylcarbamoyl]-2-octanoylamino-butyric acid benzyl ester
• CAS No.: 82876-17-3
• Molecular Formula: C₃₇H₅₂N₄O₉
• Molecular Weight: 696.841
• Mol file: 82876-17-3.mol

Synonyms:

Chemical Property of (R)-4-[(S)-5-Benzyloxycarbonylamino-1-((R)-1-carboxy-ethylcarbamoyl)-pentylcarbamoyl]-2-octanoylamino-butyric acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-[(S)-5-Benzyloxycarbonylamino-1-((R)-1-carboxy-ethylcarbamoyl)-pentylcarbamoyl]-2-octanoylamino-butyric acid benzyl ester

There total 3 articles about (R)-4-[(S)-5-Benzyloxycarbonylamino-1-((R)-1-carboxy-ethylcarbamoyl)-pentylcarbamoyl]-2-octanoylamino-butyric 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:

N,N'-di-[(phenylmethoxy)carbonyl]-L-lysine (405-39-0) → (R)-4-[(S)-5-Benzyloxycarbonylamino-1-((R)-1-carboxy-ethylcarbamoyl)-pentylcarbamoyl]-2-octanoylamino-butyric acid benzyl ester (82876-17-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / PCl₅ / CH₂Cl₂ / 1 h / 0 deg C to reflux

2: 88 percent / Na₂CO₃ / acetonitrile; H₂O / 1 h / 0 °C / pH 10-11

3: triethylamine / CH₂Cl₂ / 15 h / Ambient temperature

With phosphorus pentachloride; sodium carbonate; triethylamine; In dichloromethane; water; acetonitrile;

DOI:10.1248/cpb.30.3065

Reference yield:

α-benzyl caprylyl-D-glutamate (79337-25-0) → (R)-4-[(S)-5-Benzyloxycarbonylamino-1-((R)-1-carboxy-ethylcarbamoyl)-pentylcarbamoyl]-2-octanoylamino-butyric acid benzyl ester (82876-17-3)

Guidance literature:

Multi-step reaction with 2 steps

1: DCC

2: triethylamine / CH₂Cl₂ / 15 h / Ambient temperature

With triethylamine; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1248/cpb.30.3065

Reference yield:

L-Lys(Z)-NCA (1676-86-4,10289-12-0,47234-64-0,68199-92-8) → (R)-4-[(S)-5-Benzyloxycarbonylamino-1-((R)-1-carboxy-ethylcarbamoyl)-pentylcarbamoyl]-2-octanoylamino-butyric acid benzyl ester (82876-17-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / Na₂CO₃ / acetonitrile; H₂O / 1 h / 0 °C / pH 10-11

2: triethylamine / CH₂Cl₂ / 15 h / Ambient temperature

With sodium carbonate; triethylamine; In dichloromethane; water; acetonitrile;

DOI:10.1248/cpb.30.3065

upstream raw materials:

N,N'-di-[(phenylmethoxy)carbonyl]-L-lysine

α-benzyl caprylyl-D-glutamate

L-Lys(Z)-NCA