JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002724
Submitter
The Noguchi Institute
Reaction ID
R-0000-002724
Regist Date
2012/06/21 19:43:07
REACTANT
MOLECULE ID
JCGG-COM0003559 (Reaction Tree)
Reactant Type
methyl 5-(dimethylamino)-2-hydroxybenzoate
Mol
10 mmol
MOLECULE ID
JCGG-COM0003560
Reactant Type
PhLi (2.0 M in dibutylether)
Mol
40 mmol
PRODUCT
MOLECULE ID
JCGG-COM0003561 (Reaction Tree)
Product Type
4-(dimethylamino)-2-(hydroxydiphenylmethyl)phenol
Yield
80%
REACTION DETAIL
Reaction Time
8 hours
Reaction Temp
room temp
Solvent
THF (10mL)
Comment
The reactants were mixed at -78 degree in Celsius before stirred at room temperature.
COMMENT
Keywords: trityl, photolabile, PPGs, electron-donating substituents, m-dimethylamino, photochemical deprotection
The reaction is explained in text only.
REFERENCE
Reference Id
REF-0000-000365
Issn
Electronic
Doi
10.1021/jo200692c
PubMed ID
21612261
Journal Name
The Journal of organic chemistry. (2011) 76 (15): 5873-81.
Article Title
Development of trityl-based photolabile hydroxyl protecting groups.
Author
Lei, Zhou; Haishen, Yang; Pengfei, Wang
Affiliation
Department of Chemistry, University of Alabama at Birmingham, 901 14th Street South, Birmingham, Alabama 35294, USA.
Reference Id
REF-0000-000366
Source
J. Org. Chem. 2011, 76, 5873-5881
Doi
10.1021/jo200692c

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