JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001829
Submitter
The Noguchi Institute
Reaction ID
R-0000-001829
Regist Date
2012/06/21 18:06:52
REACTANT
MOLECULE ID
JCGG-COM0000792 (Reaction Tree)
Skeleton
JCGG-STR032527
Reactant Type
mannopyranoside
Mol
12.7 mmol
MOLECULE ID
JCGG-COM0001026
Reactant Type
Pd on C (10%)
Weight
1.6 g
MOLECULE ID
JCGG-COM0000498
Reactant Type
p-TsOH
Mol
5.96 mmol
PRODUCT
MOLECULE ID
JCGG-COM0000298 (Reaction Tree)
Yield
65%
REACTION DETAIL
Reaction Time
3 hours
Reaction Temp
reflux
Solvent
85% aq. MeOH
COMMENT
Keywords: synthesis, Fischer glycosylation, allyl glycosides, isomerization, 2,3,4,6-tetra-O-benzyl-alpha-D-mannopyranose
The reaction is the 3rd part of the sequence.
REFERENCE
Reference Id
REF-0000-000253
Source
Essentials of Carbohydrate Chemistry and Biochemistry
Reference Id
REF-0000-000254
Source
ISBN 978-3-527-31528-4
Reference Id
REF-0000-000258
Source
J. Carbohydr. Chem. 16, 877 (1997)

©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)