JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0000896
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-000896
Regist Date
 2012/06/21 16:28:47
REACTANT
MOLECULE ID
 JCGG-COM0001012 (Reaction Tree)
Reactant Type
 pentasaccharide glycal peracetate
Mol
 0.611 mmol
MOLECULE ID
 JCGG-COM0000753
Reactant Type
 DMDO (0.06 M in acetone)
Mol
 0.611 mmol
MOLECULE ID
 JCGG-COM0001013
Reactant Type
 4-pentenol
Mol
 18.3 mmol
MOLECULE ID
 JCGG-COM0000754
Reactant Type
 ZnCl2 (1 M in THF)
Mol
 1.22 mmol
PRODUCT
MOLECULE ID
 JCGG-COM0001014 (Reaction Tree)
Skeleton
JCGG-STR025660
Yield
 94% to 96%
REACTION DETAIL
Reaction Time
 30 minutes, 15 hours
Reaction Temp
 0 degree C, room temp
Solvent
 CH2Cl2, THF
Comment
 1) pentasaccharide+DMDO, 2) +all the rest
The reactants were mixed at -78 degree in Celsius, and gradually raised to room temperature within the reaction time. (second phase)
COMMENT
The PMID could not be found.
There are two phases in this reaction.
REFERENCE
Reference Id
 REF-0000-000041
Source
 J. Am. Chem. Soc. 1999, 121, 10636-10637
Doi
 10.1021/ja992309s
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)