Synthesis of (1R,2S)-1-(3′-Chloro-4′-methoxyphenyl)-1,2-propanediol (Trametol) and (1R,2S)-1-(3′,5′-Dichloro-4′-methoxyphenyl)-1,2-… | Zendy

Takeshi Kousaka | Zendy; Kenji Mori | Zendy

Open Access

Synthesis of (1R,2S)-1-(3′-Chloro-4′-methoxyphenyl)-1,2-propanediol (Trametol) and (1R,2S)-1-(3′,5′-Dichloro-4′-methoxyphenyl)-1,2-…

Author(s) -

Takeshi Kousaka,

Kenji Mori

Publication year - 2002

Publication title -

bioscience biotechnology and biochemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.509

H-Index - 116

eISSN - 1347-6947

pISSN - 0916-8451

DOI - 10.1271/bbb.66.697

Subject(s) - metabolite , dihydroxylation , stereochemistry , sharpless asymmetric dihydroxylation , chemistry , propanediol , 1,3 propanediol , enantioselective synthesis , organic chemistry , biochemistry , glycerol , catalysis

(1R,2S)-1-(3'-Chloro-4'-methoxyphenyl)-1,2propanediol (Trametol, 3), a metabolite of the fungus Trametes sp. IVP-F640 and Bjerkandera sp. BOS55, was synthesized by employing Sharpless asymmetric dihydroxylation as the key step. Similarly, the (1R,2S)-isomer of 1-(3',5'-dichloro-4'-methoxyphenyl)-1,2-propanediol (4), another metabolite of Bjerkandera sp. BOS55, was synthesized by asymmetric dihydroxylation.

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