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| | ONLINE | ISSN | : | 1347-5223 | | PRINT | ISSN | : | 0009-2363 |
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| | Chemical and Pharmaceutical Bulletin |
| Vol. 54 (2006) , No. 1 141 |
| [PDF (200K)] [References]  |
 | Preparation and Application of Odorless 1,3-Propanedithiol Reagents
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| | | 1) Department of Pharmaceutical Manufacturing Chemistry, 21st Century COE Program, Kyoto Pharmaceutical University |
| (Received September 2, 2005)
(Accepted October 3, 2005)
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| | 2-Dodecyl-1,3-propanedithiol (2a) was prepared without a malodorous procedure as an odorless reagent that was usable in place of 1,3-propanedithiol (1) in organic reactions, e.g., in the reduction of azides and protection of carbonyl groups. The 1,3-dithioacetals obtained in the latter reaction were effectively reduced to methylene with Raney nickel and reconverted to the original carbonyl compounds by hydrolysis with N-bromosuccinimide in aqueous 2-butanone. In addition, the anion of 1,3-dithiane prepared from 2a and formaldehyde could be utilized as a synthetic equivalent of an anionic carbonyl carbon. |
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| To cite this article: | | Manabu Matoba, Tetsuya Kajimoto, Kiyoharu Nishide and Manabu Node, “Preparation and Application of Odorless 1,3-Propanedithiol Reagents”, Chem. Pharm. Bull., Vol. 54, 141-146 (2006) . | |
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| doi:10.1248/cpb.54.141 | | JOI JST.JSTAGE/cpb/54.141 |
| (c) 2006 The Pharmaceutical Society of Japan |
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