Preparation and Application of Odorless 1,3-Propanedithiol Reagents

Accession number;06A0025421
Title;Preparation and Application of Odorless 1,3-Propanedithiol Reagents
Author; MATOBA MANABU (Dep. Of Pharmaceutical Manufacturing Chemistry, 21st Century Coe Program, Kyoto Pharmaceutical Univ.) KAJIMOTO TETSUYA (Dep. Of Pharmaceutical Manufacturing Chemistry, 21st Century Coe Program, Kyoto Pharmaceutical Univ.) NISHIDE KIYOHARU (Dep. Of Pharmaceutical Manufacturing Chemistry, 21st Century Coe Program, Kyoto Pharmaceutical Univ.) NODE MANABU (Dep. Of Pharmaceutical Manufacturing Chemistry, 21st Century Coe Program, Kyoto Pharmaceutical Univ.)
Journal Title;Chem Pharm Bull
Journal Code:G0504A
ISSN:0009-2363
VOL.54;NO.1;PAGE.141-146 (J-STAGE)(2006)
Figure&Table&Reference;TBL.4, REF.31
Pub. Country;Japan
Language;English
Abstract;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. (Author abst.)
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