JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002721
Submitter
The Noguchi Institute
Reaction ID
R-0000-002721
Regist Date
2012/06/21 19:42:51
REACTANT
MOLECULE ID
JCGG-COM0003551 (Reaction Tree)
Reactant Type
2-(hydroxydiphenylmethyl)-4,6-dimethoxyphenol
Mol
0.50 mmol
MOLECULE ID
JCGG-COM0000047
Reactant Type
TEA
Mol
0.55 mmol
MOLECULE ID
JCGG-COM0001964
Reactant Type
AcCl
Mol
0.50 mmol
MOLECULE ID
JCGG-COM0003552
Reactant Type
3-phenyl-1-propanol
Mol
2.00 mmol
PRODUCT
MOLECULE ID
JCGG-COM0003556 (Reaction Tree)
Yield
61%
REACTION DETAIL
Reaction Time
3 hours, overnight
Reaction Temp
room temp, room temp
Solvent
CH2Cl2 (0.5mL), CH2Cl2 (0.5mL)
Comment
1) 2-(hydroxydiphenylmethyl)-4,6-dimethoxyphenol+TEA, AcCl, 2) +all the rest
COMMENT
Keywords: trityl, photolabile, PPGs, electron-donating substituents, m-dimethylamino, photochemical deprotection
The reaction is explained in text only.
There are multiple phases in this reaction.
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

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