57294-41-4

Basic information

• Product Name: CARBOBENZYLOXYGLYCYL-L-PROLINE BENZYL ESTER
• Synonyms: CARBOBENZYLOXYGLYCYL-L-PROLINE BENZYL ESTER
• CAS NO: 57294-41-4
• Molecular Formula: C₂₂H₂₄N₂O₅
• Molecular Weight: 396.43636
• Mol File: 57294-41-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 599.1°C at 760 mmHg
• Flash Point: 316.1°C
• Appearance: /
• Density: 1.257g/cm³
• Vapor Pressure: 2.58E-14mmHg at 25°C
• Refractive Index: 1.585
• CAS DataBase Reference: CARBOBENZYLOXYGLYCYL-L-PROLINE BENZYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: CARBOBENZYLOXYGLYCYL-L-PROLINE BENZYL ESTER(57294-41-4)
• EPA Substance Registry System: CARBOBENZYLOXYGLYCYL-L-PROLINE BENZYL ESTER(57294-41-4)

Safety Data

• Hazardous Substances Data: 57294-41-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C22H24N2O5/c25-20(14-23-22(27)29-16-18-10-5-2-6-11-18)24-13-7-12-19(24)21(26)28-15-17-8-3-1-4-9-17/h1-6,8-11,19H,7,12-16H2,(H,23,27)

Upstream product

• 5513-38-2 benzyl N-benzyloxycarbonylglycinate 
• 16652-71-4 benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride 
• 1138-80-3 N-(Benzyloxycarbonyl)glycine 
• 41324-66-7 H-Pro-OBzl 
• 75523-03-4 ZGly, tetrabutylammonium salt 

Downstream Products

• 134303-72-3 Z-Gly-Pro-Arg(NO₂)-Pro-OBzl 
• 67869-62-9 Gly-Pro-Arg-Pro 
• 23828-53-7 Z-Gly-Pro-NHNH₂ 
• 81650-34-2 Z-Glyt-Pro-OBzl 

Relevant articles and documents

Incorporation of unnatural amino acid derivatives into a peptide bond via an oxime ester catalysed by papain or lipase

In the presence of an oxime in the reaction solution, papain and lipase P (Pseudomonas from Amano) catalysed the stereoselective transesterification of an N-protected amino acid or peptide ester to form an active (oxime) ester which in turn underwent peptide bond formation with several natural and unnatural amino acid derivatives (proline, N-methylglycine, N-methylalanine, α-methylphenylalanine).

PEPTIDE SYNTHESIS BY USING PHENYLPHOSPHONIC ESTER AS A COUPLING REAGENT

Synthesis of peptides containing various functions was efficiently accomplished by treatment of the tetrabutylammonium salts of N-protected amino acids (or peptides) with amino acid esters in the presence of bis(o- or p-nitrophenyl) phenylphosphonate.Synthesis of leucine-enkephalin was successfully achieved by the above method employing a (3+2) or (4+1) fragment coupling approach.