JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0001713
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-001713
Regist Date
 2012/06/21 17:42:31
REACTANT
MOLECULE ID
 JCGG-COM0002220 (Reaction Tree)
Mol
 0.76 mmol
MOLECULE ID
 JCGG-COM0002221 (Reaction Tree)
Skeleton
JCGG-STR031569
Mol
 1.31 mmol
MOLECULE ID
 JCGG-COM0000009
Reactant Type
 TMSOTf (0.01 M in CH2Cl2)
Volume
 0.6 mL
PRODUCT
MOLECULE ID
 JCGG-COM0002222 (Reaction Tree)
Skeleton
JCGG-STR028196
Yield
 51%
MOLECULE ID
 JCGG-COM0002223 (Reaction Tree)
Skeleton
JCGG-STR002495
Product Type
 isomeric disaccharide
Yield
 19%
REACTION DETAIL
Reaction Time
 40 minutes + 1 hour
Reaction Temp
 room temp
Solvent
 dry CH2Cl2
Comment
 31, 32, and MS 4A were mixed and stirred for 10 minutes at room temperature before the reaction.
MS 4A was included in the solvent.
TMSOTf was added dropwise over 40 minutes.
COMMENT
Keywords: glycosylation, O-glycosyl trichloroacetimidates
REFERENCE
Reference Id
 REF-0000-000196
Source
 PREPARATIVE CARBOHYDRATE CHEMISTRY
Reference Id
 REF-0000-000197
Source
 ISBN 0-8247-9802-3
Reference Id
 REF-0000-000214
Source
 Liebigs Ann. Chem. p. 975 (1992)
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)