100391-80-8

Basic information

• Product Name: Glycine, N-methyl-N-[(phenylmethoxy)carbonyl]-, methyl ester
• CAS NO: 100391-80-8
• Molecular Formula: C12H15NO4
• Molecular Weight: 237.255
• Mol File: 100391-80-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Glycine, N-methyl-N-[(phenylmethoxy)carbonyl]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Glycine, N-methyl-N-[(phenylmethoxy)carbonyl]-, methyl ester(100391-80-8)
• EPA Substance Registry System: Glycine, N-methyl-N-[(phenylmethoxy)carbonyl]-, methyl ester(100391-80-8)

Safety Data

• Hazardous Substances Data: 100391-80-8(Hazardous Substances Data)

Upstream product

• 13515-93-0 N-methylglycine methyl ester hydrochloride 
• 501-53-1 benzyl chloroformate 
• 186581-53-3 diazomethane 
• 39608-31-6 N-(Benzyloxycarbonyl)sarcosine 

Downstream Products

• 101591-07-5 (+/-)-N-benzyloxycarbonyl-N-methyl-glycine-(cis-2-hydroxy-cyclohexylamide) 
• 867212-35-9 [(S)-1-{trans-4-[2-(benzyloxycarbonyl-methyl-amino)-acetylamino]-cyclohexyl}-2-(3,3-difluoro-pyrrolidin-1-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester 

Relevant articles and documents

Single Electron Transfer-Induced Selective α-Oxygenation of Glycine Derivatives

Modification of amino acids is an important strategy in organic and bioorganic chemistry. In contrast to common side-chain functionalization, backbone modification is much less explored. Especially glycine units seem to be attractive and versatile since a wide range of functionality can be potentially introduced. We report here oxidative modification of glycinates that are stable and enable further functionalization. Selective glycinate enolate oxidation by TEMPO or a FeCp2PF6/TEMPO reagent combination provides stable alkoxyamines in good to excellent yields. The methodology is expanded to glycine-containing dipeptides demonstrating selective oxygenation at the glycine unit. The orthogonal reactivity potential of oxygenated glycines for transformation to other amino acid derivatives is explored.