54769-24-3

Basic information

• Product Name: ethyl N-[1-[(benzyloxy)carbonyl]-L-prolyl]-L-leucinate
• Synonyms: ethyl N-[1-[(benzyloxy)carbonyl]-L-prolyl]-L-leucinate;N-[1-[(Phenylmethoxy)carbonyl]-L-prolyl]-L-leucine ethyl ester
• CAS NO: 54769-24-3
• Molecular Formula: C₂₁H₃₀N₂O₅
• Molecular Weight: 390.4733
• EINECS: 259-333-7
• Mol File: 54769-24-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 546.4°C at 760 mmHg
• Flash Point: 284.2°C
• Appearance: /
• Density: 1.155g/cm³
• Vapor Pressure: 5.4E-12mmHg at 25°C
• Refractive Index: 1.529
• CAS DataBase Reference: ethyl N-[1-[(benzyloxy)carbonyl]-L-prolyl]-L-leucinate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl N-[1-[(benzyloxy)carbonyl]-L-prolyl]-L-leucinate(54769-24-3)
• EPA Substance Registry System: ethyl N-[1-[(benzyloxy)carbonyl]-L-prolyl]-L-leucinate(54769-24-3)

Safety Data

• Hazardous Substances Data: 54769-24-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C21H30N2O5/c1-4-27-20(25)17(13-15(2)3)22-19(24)18-11-8-12-23(18)21(26)28-14-16-9-6-5-7-10-16/h5-7,9-10,15,17-18H,4,8,11-14H2,1-3H3,(H,22,24)/t17-,18-/m0/s1

Upstream product

• 766-09-6 1-ethyl-piperidine 
• 1148-11-4 N-Benzyloxycarbonyl-L-proline 
• 2743-40-0 DL-leucine ethyl ester hydrochloride 
• 98807-05-7 Z-Pro-OCamp 
• 2743-60-4 L-Leucine ethyl ester 
• 61-90-5 L-leucine 
• 501-53-1 benzyl chloroformate 
• 147-85-3 L-proline 
• 2743-40-0 L-leucine ethyl ester hydrochloride 
• 54769-31-2 3-methanesulfonyloxy-3H-benzo[d][1,2,3]triazin-4-one 

Downstream Products

• 80143-49-3 N-(1-benzyloxycarbonyl-L-prolyl)-L-leucine hydrazide 
• 2873-36-1 cyclo(L-Pro-L-Leu) 
• 5681-02-7 N-(N-(1-benzyloxycarbonyl-L-prolyl]-L-leucyl)-glycine-benzyl ester 

Relevant articles and documents

Tandem deprotection/coupling for peptide synthesis in water at room temperature

A tandem deprotection/coupling sequence is reported for solution-phase peptide synthesis in water under micellar catalysis conditions using the designer surfactant TPGS-750-M. Cbz deprotection followed by peptide coupling in the presence of COMU and 2,6-lutidine afforded polypeptides containing up to 10 amino acid residues. A broad scope characterizes this new technology. No epimerization has been detected. The associated E Factors, as a measure of "greenness" and known to be extremely high for peptide couplings, have been reduced to less than 10 due to the step-economy and minimal amounts of organic solvent needed for product extraction.

ENANTIOSELECTIVE SYNTHESIS OF PEPTIDES USING (1R)-3-HYDROXY-1,8,8-TRIMETHYL-3-AZABICYCLOOCTANE-2,4-DIONE ((+)-N-HYDROXYCAMPHORIMIDE) AN ACTIVE ESTER GROUP

The enantioselective coupling reaction of N-protected amino acid (+)-N-hydroxycamphorimide esters (-OCamp) with racemic amino acid esters is discussed.The coupling reaction of several amino acids showed high enantioselectivity.Keywords-enantioselective synthesis; (+)-N-hydroxycamphorimide; peptide, active ester; coupling reaction