JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001754
Submitter
The Noguchi Institute
Reaction ID
R-0000-001754
Regist Date
2012/06/21 17:51:34
REACTANT
MOLECULE ID
JCGG-COM0002296 (Reaction Tree)
Skeleton
JCGG-STR032526
Mol
1.3 mmol
MOLECULE ID
JCGG-COM0002297 (Reaction Tree)
Skeleton
JCGG-STR032527
Mol
1.0 mmol
MOLECULE ID
JCGG-COM0000129
Reactant Type
NIS
Mol
1.56 mmol
MOLECULE ID
JCGG-COM0001218
Reactant Type
TESOTf
Mol
0.26 mmol
PRODUCT
MOLECULE ID
JCGG-COM0002298 (Reaction Tree)
Skeleton
JCGG-STR024458
Product Type
alpha
Yield
98%(alpha/beta=11/1)
MOLECULE ID
JCGG-COM0002299 (Reaction Tree)
Product Type
beta
Yield
98%(alpha/beta=11/1)
REACTION DETAIL
Reaction Time
10 minutes
Reaction Temp
room temp
Solvent
dry CH2Cl2
Comment
The addition of NIS was performed before the addition of TESOTf.
TESOTf was added dropwise.
COMMENT
Keywords: oligosaccharide synthesis, n-pentenyl glycosides, NPG Coupling, NIS-Catalytic Et3SiOTf
REFERENCE
Reference Id
REF-0000-000196
Source
PREPARATIVE CARBOHYDRATE CHEMISTRY
Reference Id
REF-0000-000197
Source
ISBN 0-8247-9802-3
Reference Id
REF-0000-000237
Source
J. Am. Chem. Soc. 59:4443 (1994)

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