JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0002604
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-002604
Regist Date
 2012/06/21 19:30:30
REACTANT
MOLECULE ID
 JCGG-COM0003380 (Reaction Tree)
Mol
 7.51 mmol
MOLECULE ID
 JCGG-COM0003381
Reactant Type
 (p-NO2C6H4O)2CO (in 35 mL of CH2Cl2)
Mol
 7.88 mmol
MOLECULE ID
 JCGG-COM0000047
Reactant Type
 TEA
Mol
 15.02 mmol
PRODUCT
MOLECULE ID
 JCGG-COM0003382 (Reaction Tree)
Skeleton
JCGG-STR031580
Yield
 77%
REACTION DETAIL
Reaction Time
 20 + 30 minutes
Reaction Temp
 -10 to -5 degree C
Solvent
 CH2Cl2 (60 + 35mL)
Comment
 The addition of (p-NO2C6H4O)2CO was performed after the addition of all the other reactants.
(p-NO2C6H4O)2CO was added dropwise over 20 minutes.
COMMENT
Keywords: carbamyl glucuronidation, metabolism, secondary amine drugs, glucuronyl p-nitrophenyl carbonates
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)