Chemical Racemization of Methyl L-β-Acetylthioisobutyrate
Methyl L-β-acetylthioisobutyrate was racemized with 1,8-diazabicyclo-[5.4.0]-undecene-7 as a catalyst. Methyl methacrylate and thioacetic acid were identified as the intermediates of the reaction. Thioacetic acid was relatively unstable and susceptible to decomposition during the racemization proces...
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| Published in | Bioscience, biotechnology, and biochemistry Vol. 57; no. 1; pp. 17 - 19 |
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| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
| Published |
Tokyo
Taylor & Francis
01.01.1993
Japan Society for Bioscience Biotechnology and Agrochemistry |
| Subjects | |
| Online Access | Get full text |
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| Abstract | Methyl L-β-acetylthioisobutyrate was racemized with 1,8-diazabicyclo-[5.4.0]-undecene-7 as a catalyst. Methyl methacrylate and thioacetic acid were identified as the intermediates of the reaction. Thioacetic acid was relatively unstable and susceptible to decomposition during the racemization process. The addition of excess methyl mechacrylate to the reaction mixture prevented a decrease of the racemate. The racemized ester was confirmed to be usable as a substrate for the enzymatic production of D-β-acetylthioisobutyric acid. |
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| AbstractList | Methyl L-β-acetylthioisobutyrate was racemized with 1,8-diazabicyclo-[5.4.0]-undecene-7 as a catalyst. Methyl methacrylate and thioacetic acid were identified as the intermediates of the reaction. Thioacetic acid was relatively unstable and susceptible to decomposition during the racemization process. The addition of excess methyl mechacrylate to the reaction mixture prevented a decrease of the racemate. The racemized ester was confirmed to be usable as a substrate for the enzymatic production of D-β-acetylthioisobutyric acid. |
| Author | Numazawa, Ryozo Sakimae, Akihiro Kobayashi, Yoshimasa Ohnishi, Hisao Ohsuga, Naoto |
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| CitedBy_id | crossref_primary_10_1016_j_enzmictec_2004_08_015 crossref_primary_10_1111_j_1365_2672_2004_02262_x crossref_primary_10_1016_S1389_1723_00_90019_7 crossref_primary_10_1007_BF02932355 |
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| Keywords | Racemization Catalytic reaction Aliphatic compound Thioester |
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| Snippet | Methyl L-β-acetylthioisobutyrate was racemized with 1,8-diazabicyclo-[5.4.0]-undecene-7 as a catalyst. Methyl methacrylate and thioacetic acid were identified... |
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| SubjectTerms | Aliphatic compounds Chemistry Exact sciences and technology Organic chemistry Preparations and properties |
| Title | Chemical Racemization of Methyl L-β-Acetylthioisobutyrate |
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