Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:dateCreated
1994-6-16
pubmed:abstractText
3-Ketosucrose (alpha-D-ribo-hexopyranosyl-3-ulose-beta-D-fructofuranoside), obtained from sucrose via microbial oxidation with Agrobacterium tumefaciens, was shown to be an appropriate and versatile synthon for regioselective syntheses. Condensation with hydroxylamine and its derivatives with allyl and benzyl groups leads to the oxime and the corresponding substituted products. By reductive amination 3-amino-3-deoxy-alpha-D-allopyranosyl-beta-D-fructofuranoside is obtained which can readily be submitted to further functionalization to methacryloyl and fatty acid derivatives. After silylation of 3-ketosucrose the 3-allyl and butylene-substituted as well as decyl- and dodecyl-substituted sucrose can be obtained via Grignard reaction, the side chains being C-C linked to the saccharide.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Feb
pubmed:issn
0008-6215
pubmed:author
pubmed:issnType
Print
pubmed:day
17
pubmed:volume
254
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
183-94
pubmed:dateRevised
2006-11-15
pubmed:meshHeading
pubmed:year
1994
pubmed:articleTitle
Regioselective synthesis of new sucrose derivatives via 3-ketosucrose.
pubmed:affiliation
Institut für Technologie der Kohlenhydrate an der Technischen Universität Braunschweig-Sugar Institute, Germany.
pubmed:publicationType
Journal Article, Comparative Study, Research Support, Non-U.S. Gov't