74345-73-6Relevant articles and documents
Preparing method of captopril isomer
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Paragraph 0020; 0026-0027; 0032; 0038-0039; 0044; 0050; 0051, (2019/04/26)
The invention provides a preparing method of a captopril isomer. The method includes the steps of resolving mixed 3-sulfanyl-2-methyl propionic acid into L-3-sulfanyl-2-methyl propionic acid, making L-3-sulfanyl-2-methyl propionic acid react with thionyl chloride to prepare L-3-sulfanyl-2-methylpropionyl chloride (L-acyl chloride for short), making L-acyl chloride react with L-proline or D-prolineto generate 1-(3-sulfanyl-2-methylpropionyl)-proline (free acid for short), and conducting hydrolysis deprotection on the free acid to prepare the isomer. The preparing method is good in resolving effect, the obtained isomer is high in optical purity, the resolving reaction time and temperature range is large, and control is easy.
Asymmetric induction in the conjugate addition of thioacetic acid to methacrylamides with chiral auxiliaries
Kim, Byung Hyun,Lee, Hee Bong,Hwang, Jae Kwang,Kim, Young Gyu
, p. 1215 - 1220 (2007/10/03)
The conjugate addition of thioacetic acid to methacrylamides with chiral C2-symmetric trans-2,5-disubstituted pyrrolidines afforded the addition products in excellent stereoselectivities (>99% de) and good yields (80-90%). The high selectivity was attributed mainly to the steric effect of the chiral auxiliaries. The cyclic nature of the chiral auxiliaries seemed also important for both the stereoselectivity and the reaction rate. Acidic hydrolysis of the adduct containing (2R,5R)-bis(methoxymethyl)pyrrolidine gave (S)-3-mercapto-2-methylpropanoic acid, a key intermediate for captopril, in 98% ee and 96% yield. The chiral auxiliary was recovered in the demethylated form of N-Boc-(2R,3R)-bis(hydroxymethyl)pyrrolidine in 90% yield.
Thiazaspirane derivatives, process for their preparation, and medicaments
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, (2008/06/13)
Novel thiazaspirane derivatives of the general formula STR1 including salts thereof with physiologically acceptable acids and bases, processes for their preparation and medicaments containing them.