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rdf:type |
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|
lifeskim:mentions |
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pubmed:issue |
21
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pubmed:dateCreated |
2001-10-11
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pubmed:abstractText |
[reaction: see text]. The synthesis of D-lyxo-hexos-5-ulose (5-ketomannose, 1,5-dicarbonyl sugar), a synthetic precursor to the glycoprocessing inhibitor deoxymannojirimycin, was carried out by an in situ epoxidation and hydrolysis of a trimethylsilyl-protected 6-deoxyhex-5-enopyranoside followed by facile removal of the protecting groups. A novel nine-step synthesis of deoxymannojirimycin has also been achieved from methyl alpha-D-mannopyranoside; this involved methanolysis of epoxides derived from an acetylated 1-azido-6-deoxyhex-5-enopyranoside followed by deprotection and catalytic hydrogenation.
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
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pubmed:status |
MEDLINE
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pubmed:month |
Oct
|
|
pubmed:issn |
1523-7060
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pubmed:author |
|
|
pubmed:issnType |
Print
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pubmed:day |
18
|
|
pubmed:volume |
3
|
|
pubmed:owner |
NLM
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|
pubmed:authorsComplete |
Y
|
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pubmed:pagination |
3353-6
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|
pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
|
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pubmed:year |
2001
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pubmed:articleTitle |
Novel synthesis of the glycosidase inhibitor deoxymannojirimycin and of a synthetic precursor D-lyxo-hexos-5-ulose.
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|
pubmed:affiliation |
Chemistry Department, Conway Institute of Biomolecular and Biomedical Research, University College Dublin, Belfield, Dublin 4, Ireland.
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|
pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
|
