JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0002590
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-002590
Regist Date
 2012/06/21 19:29:14
REACTANT
MOLECULE ID
 JCGG-COM0003364 (Reaction Tree)
Mol
 0.90 mmol
MOLECULE ID
 JCGG-COM0001651 (Reaction Tree)
Mol
 1.17 mmol
MOLECULE ID
 JCGG-COM0000842
Reactant Type
 K2CO3
Mol
 0.90 mmol
MOLECULE ID
 JCGG-COM0000832
Reactant Type
 TBAB
Mol
 0.90 mmol
PRODUCT
MOLECULE ID
 JCGG-COM0003365 (Reaction Tree)
Skeleton
JCGG-STR031569
Yield
 56%
REACTION DETAIL
Reaction Time
 20 hours
Reaction Temp
 50 degree C
Solvent
 CHCl3/H2O = 15mL/15mL
COMMENT
Keywords: 2-methylchromone-7-O-rutinosides, cytotoxicity, human tumor cell lines, acidic labile, 2-methylchromone aglycon
ATTENTION: There is a typo in the scheme. (Bu4NI should be Bu4NBr or TBAB)
ATTENTION: There is a discrepancy between the scheme and the written method. (the reaction temperature)
REFERENCE
Reference Id
 REF-0000-000355
Issn
 Electronic
Doi
 10.1021/jo102325s
PubMed ID
 21366286
Journal Name
 The Journal of organic chemistry. (2011) 76 (7): 2265-8.
Article Title
 Concise synthesis of 5-methoxy-6-hydroxy-2-methylchromone-7-O- and 5-hydroxy-2-methylchromone-7-O-rutinosides. Investigation of their cytotoxic activities against several human tumor cell lines.
Author
 Baolin, Wu; Wenpeng, Zhang; Zhonghua, Li; Li, Gu; Xin, Wang; Peng George, Wang
Affiliation
 Department of Chemistry, The Ohio State University, 484 West 12th Avenue, Columbus, Ohio 43210, USA.
Reference Id
 REF-0000-000356
Source
 J. Org. Chem. 2011, 76, 2265-2268
Doi
 10.1021/jo102325s
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)