129145-03-5

Basic information

• Product Name: (2R)-<1-13C>-2-amino-2-methylmalonic acid
• Synonyms: (2R)-<1-13C>-2-amino-2-methylmalonic acid
• CAS NO: 129145-03-5
• Molecular Weight: 134.093
• Mol File: 129145-03-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R)-<1-13C>-2-amino-2-methylmalonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-<1-13C>-2-amino-2-methylmalonic acid(129145-03-5)
• EPA Substance Registry System: (2R)-<1-13C>-2-amino-2-methylmalonic acid(129145-03-5)

Safety Data

• Hazardous Substances Data: 129145-03-5(Hazardous Substances Data)

Upstream product

• 133444-95-8 (3R,6R)-2,5-diethoxy-6-isopropyl-3-<1'-13C>-carboxymethyl-3-methyl-6-hydropyrazine 

Downstream Products

• 338-69-2 D-Alanine 

Relevant articles and documents

SYNTHESIS OF (2R)- AND (2S)- -2-AMINO-2-METHYLMALONIC ACID: CHIRAL SUBSTRATES FOR SERINE HYDROXYMETHYLTRANSFERASE

(2R)- and (2S)--2-amino-2-methylmalonate, probes for the stereochemical course of the serine hydroxymethyltransferase reaction, have been synthesised from bis-lactim ethers derived from valine and alanine.Direct acylation of the anion with diethyl carbonate gave the N-ethoxycarbonyl derivative rather than the required ethyl ester.The 13C-labelled carboxyl group was therefore introduced via treatment of the anion with -acetyl chloride, followed by haloform oxidation.The resulting carboxylate salt was then esterified with methyl iodide, and the bis-lactither ring system was cleaved under acidic conditions to give the amino acid esters.Saponification and then separation by cation chromatography gave the title compounds.