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1996 | 50 | 5 | 483-491
Article title

Synthesis and characterization of five phosphates of L-glycero-D-manno-heptose

Title variants
Languages of publication
PL
Abstracts
EN
Five monophosphates of L-glycero-D-manno-heptose having the PO(OH)2 residue at O-2,3,4,6 and 7 have been synthesized starting from suitably protected benzyl D-mannopyranoside derivatives. The synthesis involved chain elongation by the reaction of D-mannoside 6-aldehyde with alkoxymethylmagnesium chloride resulting in the desired L-glycero-D-manno-heptopyranoside as the main product. The blocking groups pattern enabled selective deprotection of the hydroxyl groups at C-2, 3, 4, and 7. These substrates were phosphitylated with 2-dimethylamino-5,6-benzo-1,3,2- dioxaphosphepan and oxidized in situ to phosphates. The resulting products were hydrogenolytically deprotected and converted to di(cyclohexylammonium) salts which were characterized by 13C-NMR spectra.
Year
Volume
50
Issue
5
Pages
483-491
Physical description
Contributors
author
author
References
Document Type
article
Publication order reference
B.Grzeszczyk, ul. Malej Laki 13 m. 5, 02-793 Warszawa, Poland
Identifiers
YADDA identifier
bwmeta1.element.element-from-psjc-2cd2c4c7-cc4b-3881-8253-9414e31a7d4e
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