93394-71-9

Basic information

• Product Name: Glycine, N-[N-[N-[N-[(1,1-dimethylethoxy)carbonyl]-S-[(4-methoxyphenyl)methyl]- L-cysteinyl]glycyl]glycyl]-, methyl ester
• CAS NO: 93394-71-9
• Molecular Formula: C23H34N4O8S
• Molecular Weight: 526.611
• Mol File: 93394-71-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Glycine, N-[N-[N-[N-[(1,1-dimethylethoxy)carbonyl]-S-[(4-methoxyphenyl)methyl]- L-cysteinyl]glycyl]glycyl]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Glycine, N-[N-[N-[N-[(1,1-dimethylethoxy)carbonyl]-S-[(4-methoxyphenyl)methyl]- L-cysteinyl]glycyl]glycyl]-, methyl ester(93394-71-9)
• EPA Substance Registry System: Glycine, N-[N-[N-[N-[(1,1-dimethylethoxy)carbonyl]-S-[(4-methoxyphenyl)methyl]- L-cysteinyl]glycyl]glycyl]-, methyl ester(93394-71-9)

Safety Data

• Hazardous Substances Data: 93394-71-9(Hazardous Substances Data)

Upstream product

• 556-33-2 glycine-glycine-glycine 
• 58632-95-4 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 
• 2544-31-2 S-(4-methoxybenzyl)-L-cysteine 
• 18942-46-6 N-(tert-butyloxycarbonyl)-S-(4-methoxybenzyl)cysteine 
• 39692-67-6 methyl 2-(2-(2-aminoacetamido)acetamido)acetate hydrochloride 

Downstream Products

• 93394-78-6 N-(tert-butyloxycarbonyl)-S-(4-methoxybenzyl)cysteinyl-glycyl-glycyl-glycyl-phenylalanyl-S-tritylcysteine methyl ester 
• 93394-75-3 N-(tert-butyloxycarbonyl)-S-(4-methoxybenzyl)cysteinyl-glycyl-glycyl-glycyl-phenylalanyl-S-(4-methoxybenzyl)cysteine methyl ester 
• 93394-76-4 N-(tert-butyloxycarbonyl)hemicystinyl1->S₆>-glycyl-glycyl-glycyl-phenylalanyl-hemicystinyl6->S₁> methyl ester 
• 93394-72-0 N-(tert-Butyloxycarbonyl)-S-(4-methoxybenzyl)cysteinyl-glycyl-glycyl-glycine 

Relevant articles and documents

Oxidative Deblocking of the 4-Methoxybenzyl Thioether Protecting Group: Application to the Directed Synthesis of Poly-cystinyl Peptides

The 4-methoxybenzyl thioether protecting group is deblocked efficiently by oxidation with the homogeneous electron transfer agent tris(4-bromophenyl)ammoniumyl (2.+) leading to the disulfide in high yields.S-(4-methoxybenzyl)cysteine derivatives like 9 in this way can be transformed into the corresponding cystine derivatives like 10 in 90percent yield.Many N and carboxy protecting groups like the Boc and Z group and tert-butyl or benzyl ester functions are stable under the cleavage conditions.On the other hand the 4-methoxybenzyl thioether protecting group is totally unaffected by the conditions for oxidative deblocking of the S-trityl functions by either iodine or rhodanolysis.This opens up new opportunities for the directed synthesis of cystinyl peptides with more than one intra- or interchain disulfide bridge.Application of the new method to the synthesis of a cystine peptide with one intrachain S-S-bridge and a double-chain biscystinyl peptide is reported.