JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0000613
Submitter
The Noguchi Institute
Reaction ID
R-0000-000613
Regist Date
2012/06/21 16:15:07
REACTANT
MOLECULE ID
JCGG-COM0000638 (Reaction Tree)
Mol
0.8 mmol
MOLECULE ID
JCGG-COM0000639
Reactant Type
LiOH*H2O (in 5mL H2O)
Mol
4.8 mmol
MOLECULE ID
JCGG-COM0000415
Reactant Type
Pd(OH)2 (on carbon)
Weight
0.9g
MOLECULE ID
JCGG-COM0000491
Reactant Type
AcOH
Volume
80 micro L
MOLECULE ID
JCGG-COM0000414
Reactant Type
H2 (gas)
PRODUCT
MOLECULE ID
JCGG-COM0000641 (Reaction Tree)
Yield
84.5%
REACTION DETAIL
Reaction Time
6 hours, 24 hours
Reaction Temp
room temp, 50 degree C
Solvent
EtOH (20mL), EtOH/H2O = 1/1 (20mL)
Comment
1) 6+LiOH*H2O, 2) +Pd(OH)2, H2
The reaction mixture was treated with acidic Dowex 50 at the end of the first phase.
COMMENT
There are two phases in this reaction.
ATTENTION: There are numerical discrepancies between the scheme and the written method. (the second phase temperature, time)
REFERENCE
Reference Id
REF-0000-000028
Issn
Electronic
Doi
10.1021/jm8000696
PubMed ID
18841881
Journal Name
Journal of medicinal chemistry. (2008) 51 (21): 6665-81.
Article Title
Design, synthesis, and structure-affinity relationships of novel series of sialosides as CD22-specific inhibitors.
Author
Hajjaj H M, Abdu-Allah; Taichi, Tamanaka; Jie, Yu; Lu, Zhuoyuan; Magesh, Sadagopan; Takahiro, Adachi; Takeshi, Tsubata; Soerge, Kelm; Hideharu, Ishida; Makoto, Kiso
Affiliation
Department of Applied Bio-organic Chemistry, The United Graduate School of Agricultural Sciences, Gifu University, Gifu 501-1193, Japan.
Reference Id
REF-0000-000029
Source
J. Med. Chem., 2008, 51, 6665-6681
Doi
10.1021/jm8000696

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