110473-15-9

Basic information

• Product Name: N-(benzyloxycarbonyl)-D-lysyl-N'-(tert-butyloxycarbonyl)-D-glutamic acid methyl ester
• Synonyms: N-(benzyloxycarbonyl)-D-lysyl-N'-(tert-butyloxycarbonyl)-D-glutamic acid methyl ester
• CAS NO: 110473-15-9
• Molecular Weight: 523.583
• Mol File: 110473-15-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-(benzyloxycarbonyl)-D-lysyl-N'-(tert-butyloxycarbonyl)-D-glutamic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-(benzyloxycarbonyl)-D-lysyl-N'-(tert-butyloxycarbonyl)-D-glutamic acid methyl ester(110473-15-9)
• EPA Substance Registry System: N-(benzyloxycarbonyl)-D-lysyl-N'-(tert-butyloxycarbonyl)-D-glutamic acid methyl ester(110473-15-9)

Safety Data

• Hazardous Substances Data: 110473-15-9(Hazardous Substances Data)

Upstream product

• 110473-10-4 N-Boc-D-Glu α-methyl ester 
• 55227-00-4 α-Methyl (2R)-N-(tert-butoxycarbonyl)glutamate ester 
• 35793-73-8 N-(tert-butyloxycarbonyl)-γ-benzyl-D-glutamic acid 
• 70671-54-4 N^α-carbobenzoxy-D-lysine 
• 110473-12-6 N-(tert-butyloxycarbonyl)-γ-succinimidyl-D-glutamic acid methyl ester 

Downstream Products

• 110473-18-2 N-(benzyloxycarbonyl)-α-(pentachlorophenyl)-D-lysyl-N'-(tert-butyloxycarbonyl)-D-glutamic acid methyl ester 
• 110473-20-6 N-(benzyloxycarbonyl)-α-(pentachlorophenyl)-D-lysyl-D-glutamic acid methyl ester, hydrochloride salt 
• 110547-96-1 N-(benzyloxycarbonyl)-cyclo(D-lysyl-D-glutamyl) N'-methylamide 
• 110547-95-0 N-(benzyloxycarbonyl)-cyclo(D-lysyl-D-glutamyl) methyl ester 

Relevant articles and documents

Synthesis of a Novel Class of Peptides: Dilactam-Bridged Tetrapeptides

As model compounds for the study of constrained peptides, the following lactam-bridged derivatives were synthesized: Ac-L--D--NHMe (I), Ac-L--L--NHMe (II), Ac-L--NHMe (III), Ac-L--D--NHMe (IV), Ac-L--L--NHMe (V), and Ac-L--NHMe (VI).Benzyloxycarbonyl and tert-butyloxycarbonyl groups were employed for amine protection and the benzyl and methyl esters for carboxyl protection.Coupling reactions were carried out by the use of active esters or through azide activation.Cyclization reactions were carried out by adding the active ester hydrochlorides into large volumes of pyridine at elevated temperatures.The cyclic intermediates were obtained in yields of 45-50percent.Fragment condensation of the cyclic dipeptides yielded the corresponding dilactam-bridged tetrapeptides.