No.118
Synthesis of Thiacyclic Compounds
| M1434 | 3-Mercaptopropionic Acid Methyl Ester (1a) |
500g 25g |
| M1435 | 3-Mercaptopropionic Acid Isopropyl Ester (1b) |
25g |
The esters of 3-mercaptopropionic acid 1 are used as building blocks for thiacyclic compounds.1) For example, condensation of 1a with methyl acrylate gives tetrahydrothiopyranone.1a) This is then used for the formation of thienothiazepinone skelton1b) and thiopyranopyrrole skelton.1c) 1 is also utilized as a chain transfer agent in radical polymerizations.2)
References
1) Synthesis of thiacyclic compounds
a) H.-J. Liu, T. K. Ngooi, Can. J. Chem., 60, 437 (1982); b) I. Puschmann, T.
Erker, Heterocycles, 36, 1323 (1993); c) Y. V. Bilokin, A. Melman, V. Niddam, B. Benhamu, M. D. Bachi, Tetrahedron, 56, 3425 (2000).
2) Synthesis of ST polymer by radical polymerization in the presence of alkyl mercaptans
Z.-R. Lu, P. Kopeckova, Z. Wu, J. Kopecek, Macromol. Chem. Phys., 200, 2022 (1999).
a) H.-J. Liu, T. K. Ngooi, Can. J. Chem., 60, 437 (1982); b) I. Puschmann, T.
Erker, Heterocycles, 36, 1323 (1993); c) Y. V. Bilokin, A. Melman, V. Niddam, B. Benhamu, M. D. Bachi, Tetrahedron, 56, 3425 (2000).
2) Synthesis of ST polymer by radical polymerization in the presence of alkyl mercaptans
Z.-R. Lu, P. Kopeckova, Z. Wu, J. Kopecek, Macromol. Chem. Phys., 200, 2022 (1999).
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