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ChemInform Abstract: Five Monophosphates of Methyl L-glycero-α-D-manno-Heptopyranoside: Synthesis, Hydrolysis and Migrations.

✍ Scribed by B. GRZESZCZYK; O. HOLST; S. MUELLER-LOENNIES; A. ZAMOJSKI

Publisher
John Wiley and Sons
Year
2010
Weight
31 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis

Five

Monophosphates of Methyl L-glycero-α-D-manno-Heptopyranoside: Synthesis, Hydrolysis and Migrations.

-The title compounds are prepared from suitably protected methyl α-Dmannopyranosides according to a reported protocol based on a one-carbon-atom chain elongation at C-6 via Swern oxidation and Grignard reaction. The phosphates are stable at room temperature and their phosphoryl groups, with the exception of compound (Id), do not undergo spontaneous migration. Treatment of the phosphates with strong alkali results neither in degradation nor in phosphate migration. Under harsh acidic conditions cleavage of the methyl glycoside and phosphate ester are observed. -(GRZESZCZYK, B.;

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