(4S)-4-(benzoylamino)-5-(benzyloxy)-5-oxopentanoic acid (non-preferred name)

Base Information

• Chemical Name: (4S)-4-(benzoylamino)-5-(benzyloxy)-5-oxopentanoic acid (non-preferred name)
• CAS No.: 6460-94-2
• Molecular Formula: C₁₉H₁₉NO₅
• Molecular Weight: 341.364
• Mol file: 6460-94-2.mol

Synonyms:Glutamicacid, N-benzoyl-, 1-benzyl ester (6CI,7CI)

Chemical Property of (4S)-4-(benzoylamino)-5-(benzyloxy)-5-oxopentanoic acid (non-preferred name)

Chemical Property:

• Vapor Pressure: 3.75E-16mmHg at 25°C
• Melting Point: 136-137 °C
• Boiling Point: 618.4°Cat760mmHg
• PKA: 4.42±0.10(Predicted)
• Flash Point: 327.8°C
• PSA: 92.70000
• Density: 1.257g/cm³
• LogP: 2.78410

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4S)-4-(benzoylamino)-5-(benzyloxy)-5-oxopentanoic acid (non-preferred name)

There total 1 articles about (4S)-4-(benzoylamino)-5-(benzyloxy)-5-oxopentanoic acid (non-preferred name) 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-benzoyl-DL-glutamic acid-anhydride (91569-94-7) + benzyl alcohol (100-51-6,185532-71-2) → N-benzoyl-DL-glutamic acid-1-benzyl ester (6460-94-2) + N-benzoyl-DL-glutamic acid dibenzyl ester (103031-70-5)

Guidance literature:

DOI:10.1039/jr9560002076

Reference yield:

N-benzoyl-DL-glutamic acid-1-benzyl ester (6460-94-2) → 1-benzoyl-5-oxo-DL-proline-benzyl ester (111665-95-3)

Guidance literature:

With thionyl chloride;

DOI:10.1039/jr9560002076

Reference yield:

N-benzoyl-DL-glutamic acid-1-benzyl ester (6460-94-2) → Bz-pGlu-OH (79479-00-8)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂

2: palladium/charcoal; ethanol; acetic acid / Hydrogenation_.Reagens 4: H₂O

With palladium on activated charcoal; thionyl chloride; ethanol; acetic acid;

DOI:10.1039/jr9560002076

upstream raw materials:

N-benzoyl-DL-glutamic acid-anhydride

benzyl alcohol

Downstream raw materials:

1-benzoyl-5-oxo-DL-proline-benzyl ester

Bz-pGlu-OH