JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0000854
Submitter
The Noguchi Institute
Reaction ID
R-0000-000854
Regist Date
2012/06/21 16:26:40
REACTANT
MOLECULE ID
JCGG-COM0000980 (Reaction Tree)
Reactant Type
dehydro
Mol
1.48 mmol
MOLECULE ID
JCGG-COM0000531
Reactant Type
H2O (solvent)
Volume
3 mL
MOLECULE ID
JCGG-COM0000981
Reactant Type
acetone (solvent)
Volume
1.2 mL
MOLECULE ID
JCGG-COM0000074
Reactant Type
t-BuOH (solvent)
Volume
0.48 mL
MOLECULE ID
JCGG-COM0000982
Reactant Type
NMO
Mol
4.43 mmol
MOLECULE ID
JCGG-COM0000983
Reactant Type
K2OsO4
Mol
catalytic amount
MOLECULE ID
JCGG-COM0000649
Reactant Type
LiOH (0.1 N)
Mol
2 equiv.
PRODUCT
MOLECULE ID
JCGG-COM0000970 (Reaction Tree)
Product Type
N-Cbz-3,4-dihydroxy-D-proline
Yield
60%
REACTION DETAIL
Reaction Time
overnight, 4 hours
Reaction Temp
0 degree C, room temp
Solvent
H2O/acetone/t-BuOH = 6.25/2.5/1, THF/H2O = 1/1
Comment
1) +all reactants except LiOH, 2) +LiOH
COMMENT
The PMID could not be found.
There are two phases in this reaction.
REFERENCE
Reference Id
REF-0000-000038
Source
J. Am. Chem. Soc. 1996, 118, 6826-6840
Doi
10.1021/ja952265x

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