JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002609
Submitter
The Noguchi Institute
Reaction ID
R-0000-002609
Regist Date
2012/06/21 19:30:58
REACTANT
MOLECULE ID
JCGG-COM0003383 (Reaction Tree)
Mol
0.487 mmol
MOLECULE ID
JCGG-COM0000047
Reactant Type
TEA
Mol
0.84 mmol
MOLECULE ID
JCGG-COM0003381
Reactant Type
(p-NO2C6H4O)2CO (in 3 mL of CH2Cl2)
Mol
0.49 mmol
MOLECULE ID
JCGG-COM0003388
Reactant Type
(in 4 mL of CH2Cl2)
Mol
1 mmol
PRODUCT
MOLECULE ID
JCGG-COM0003389 (Reaction Tree)
Yield
73%
REACTION DETAIL
Reaction Time
3 hours, overnight (13 hours)
Reaction Temp
ice cooling, room temp
Solvent
CH2Cl2 (15+3mL), CH2Cl2 (+4mL)
Comment
1) 1b+TEA, (p-NO2C6H4O)2CO 2) +8
The reactants were mixed in the ice cooling solution, and it was gradually allowed to warm to room temperature within the reaction time. (second phase)
COMMENT
Keywords: carbamyl glucuronidation, metabolism, secondary amine drugs, glucuronyl p-nitrophenyl carbonates
There are multiple phases in this reaction.
REFERENCE
Reference Id
REF-0000-000357
Issn
Electronic
Doi
10.1021/jo200238d
PubMed ID
21598979
Journal Name
The Journal of organic chemistry. (2011) 76 (13): 5429-32.
Article Title
Reagents for stereoselective preparation of N-carbamyl β-D-glucuronides.
Author
William H, Bunnelle
Affiliation
Abbott Laboratories, Neuroscience Research, Building AP9A, Department R4MN, 100 Abbott Park Road, Abbott Park, Illinois 60064-6117, United States. william.h.bunnelle@abbott.com
Reference Id
REF-0000-000358
Source
J. Org. Chem. 2011, 76, 5429-5432
Doi
10.1021/jo200238d

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