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Citation: CHENG Jie, ZHAI Hong, BAI Jun, LV Ling, SUN Bei. Synthesis of D-Mannoheptol via the Oxidation of an Olefinated Sugar Using Phenyliodine(Ⅲ) Diacetate[J]. Chinese Journal of Applied Chemistry, ;2012, 29(4): 483-485. doi: 10.3724/SP.J.1095.2012.00253 shu

Synthesis of D-Mannoheptol via the Oxidation of an Olefinated Sugar Using Phenyliodine(Ⅲ) Diacetate

1.
Anhui Institute of Materia Medica, Hefei 230022, China

Corresponding author: CHENG Jie,
Received Date: 14 June 2011
Available Online: 10 October 2011
Fund Project: 安徽省自然科学基金资助项目(1208085QB23) (1208085QB23)

Firstly,3,4,5,6,7-penta-O-benzyl-D-manno-hept-1-enitol was prepared from 2,3,4,5,6-penta-O-benzyl-D-mannose via Wittig reaction(yield 88%).The olefinated sugar was dihudroxylated to yield 3,4,5,6,7-penta-O-benzyl-D-mannoheptol(yield 65%) with the presence of phenyliodine(Ⅲ) diacetate(PIDA)/LiBr.Finally,D-mannoheptol was synthesized through debenzylation(yield 90%).The overall yield was about 51%.The method had the advantages of convenience and environmental friendly,which provided a new approach for the synthesis of such rare alditol.
- D-mannoheptol,
- olefinated sugar,
- phenyliodine(Ⅲ) diacetate,
- dihydroxylated reaction
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