Tetrahedron

Synthesis of (2R)-and (2S)-[1-13 C]-2-amino-2-methylmalonic acid: Chiral substrates for serine hydroxymethyltransferase

NR Thomas, D Gani

文献索引：Thomas, Neil R.; Gani, David Tetrahedron, 1991 , vol. 47, # 3 p. 497 - 506

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被引用次数: 11

摘要

(2R)-and (2S)-[1-13C]-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 [1-13C]-acetyl ...