4131-76-4Relevant articles and documents
SULFUR HETEROCYCLES. COMMUNICATION 11. A NOVEL REACTION OF &β-THIOLACTONES
Vasil'eva, T. P.,Bystrova, V. M.,Kil'disheva, O. V.,Knunyats, I. L.
, p. 1176 - 1180 (1986)
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Process Conditions for Production of D-β-Acetylthioisobutyric Acid from Methyl DL-β-Acetylthioisobutyrate with the Cells of Pseudomonas putida MR-2068
Sakimae, Akihiro,Ozaki, Eiji,Toyama, Hiroko,Ohsuga, Naoto,Numazawa, Ryozo,et al.
, p. 782 - 786 (2007/10/02)
The process conditions concerned with the production of D-β-acetylthioisobutyric acid were investigated.Methyl DL-β-acetylthioisobutyrate as an enzyme substrate was produced from methyl methacrylate in 96.6percent yield by allowing 1.0 mol of methyl methacrylate to react with 1.6 mol of thioacetic acid at 80 deg C for 6 h.Through the study of hydrolytic reaction of methyl DL-β-acetylthioisobutyrate with the cells of Pseudomonas putida MR-2068, it was found that D-β-acetylthioisobutyric acid having more than 98percent (e. e.) optical purity was obtained when the reaction was done below pH 7.5 and below 50 deg C.For example, 10percent (w/v) methyl DL-β-acetylthioisobutyrate in the reaction mixture was asymmetrically hydrolyzed by 0.2percent (w/v) cells at 45 deg C at pH 7.0 for 18 h to give DAT having 98.2percent (e. e.) optical purity in 49.7percent yield.To prevent the decomposition and racemization of D-β-acetylthioisobutyric acid in the purification process, the use of a thin-film distillation apparatus for a continuous distillation was proposed to be an effective purification method.
Stereocontrol in the Intramolecular Nitrone Cycloaddition to Vinyl Sulphur Derivatives.
Annunziata, Rita,Cinquini, Mauro,Cozzi, Franco,Giaroni, Paola,Raimondi, Laura
, p. 251 - 264 (2007/10/02)
The intramolecular cycloaddition to vinyl sulphur derivatives of a series of nitrones featuring an alkyl or alkoxy substituted α-stereocenter on the tether connecting dipol and dipolarophile occurs in a competely stereoselective fashion to give 3',3-anti configurated products.The synthetic potentialities of this reaction is illustrated by the synthesis of a precursor of (d)-biotin.