JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001827
Submitter
The Noguchi Institute
Reaction ID
R-0000-001827
Regist Date
2012/06/21 18:06:47
REACTANT
MOLECULE ID
JCGG-COM0002285 (Reaction Tree)
Reactant Type
D-mannose
Mol
138.9 mmol
MOLECULE ID
JCGG-COM0001964
Reactant Type
acetyl chloride
Mol
0.35 mol
MOLECULE ID
JCGG-COM0000316
Reactant Type
allyl alcohol (solvent)
Volume
300 mL
PRODUCT
MOLECULE ID
JCGG-COM0002389 (Reaction Tree)
Skeleton
JCGG-STR032527
Yield
48%
REACTION DETAIL
Reaction Time
4 hours
Reaction Temp
70 degree C
Solvent
allyl alcohol
Comment
The reactants were mixed at 0 degree in Celsius before stirred at below 70 degree.
COMMENT
Keywords: synthesis, Fischer glycosylation, allyl glycosides, isomerization, 2,3,4,6-tetra-O-benzyl-alpha-D-mannopyranose
The reaction is the 1st 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)