648910-27-4

Basic information

• Product Name: N^α-benzyloxycarbonyl-N^ε-(3-methyl-2-butenyl)oxycarbonyl-L-lysine methyl ester
• Synonyms: N^α-benzyloxycarbonyl-N^ε-(3-methyl-2-butenyl)oxycarbonyl-L-lysine methyl ester
• CAS NO: 648910-27-4
• Molecular Weight: 406.479
• Mol File: 648910-27-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N^α-benzyloxycarbonyl-N^ε-(3-methyl-2-butenyl)oxycarbonyl-L-lysine methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N^α-benzyloxycarbonyl-N^ε-(3-methyl-2-butenyl)oxycarbonyl-L-lysine methyl ester(648910-27-4)
• EPA Substance Registry System: N^α-benzyloxycarbonyl-N^ε-(3-methyl-2-butenyl)oxycarbonyl-L-lysine methyl ester(648910-27-4)

Safety Data

• Hazardous Substances Data: 648910-27-4(Hazardous Substances Data)

Upstream product

• 706810-24-4 3-methylbut-2-en-1-yl 1H-imidazole-1-carboxylate 
• 511552-35-5 (3-methyl-2-butenyl) 4-nitrophenyl carbonate 
• 556-82-1 3-methyl-2-buten-1-ol 
• 13515-95-2 lysine methyl ester dihydrochloride 
• 501-53-1 benzyl chloroformate 
• 706810-26-6 N^ε-(3-methyl-2-butenyl)oxycarbonyl-L-lysine methyl ester 

Downstream Products

• 2389-49-3 N^α-(benzyloxycarbonyl)-N^ε-(tert-butoxycarbonyl)-L-lysine methyl ester 
• 5591-93-5 (S)-methyl 6-amino-2-(benzyloxycarbonylamino)hexanoate 

Relevant articles and documents

Prenyl carbamates: Preparation and deprotection

Prenyloxycarbonylimidazole (PreocIm) and prenyl p-nitrophenyl carbonate (PreocOC6H4p-NO2), two substitutes for the unstable prenyl chloroformate, allowed an efficient introduction of the prenyloxycarbonyl group to a variety of primary and secondary amines. Deprotection of prenyl carbamates was readily achieved by, first their conversion to 2-iodo-3-methoxy-3-methylbutyl carbamates with iodine in methanol followed by reductive β-elimination with zinc powder. These reaction conditions are compatible with the presence of a number of functional groups such as Boc and Cbz carbamates, sulfides, double bonds, indoles and aromatic ethers.