1242769-24-9Relevant academic research and scientific papers
Synthesis of optically active deuterium-labeled homocysteine thiolactone
Shinohara, Yoshihiko,Hasegawa, Hiroshi,Hashimoto, Takao,Ichida, Kimiyoshi
, p. 552 - 555 (2010)
Optically pure (R)- and (S)-3-aminotetradeutero-2-thiophenone (D- and L-[2H4]homocysteine thiolactone) for use as substrates for metabolic and pharmacokinetic studies has been prepared. The racemic [ 2H4]homocysteine thiolactone hydrochloride was prepared from commercially available and highly enriched DL-[3,3,4,4-2H 4]methionine by intramolecular condensation with hydriodic acid. The racemate was derivatized with (S)-(+)-2-methoxyphenylacetic acid to form the diastereomeric amides. The diastereomers were separated by silica gel column chromatography. Hydrolysis of the D- and L-isomer amide in 4M HCl-ethanol (1:2 v/v) afforded the optically pure D- and L-[2H4] homocysteine thiolactone, respectively. Copyright
