JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0002049
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-002049
Regist Date
 2012/06/21 18:28:34
REACTANT
MOLECULE ID
 JCGG-COM0002668 (Reaction Tree)
MOLECULE ID
 JCGG-COM0002670 (Reaction Tree)
MOLECULE ID
 JCGG-COM0002672
Reactant Type
 Bop-Cl
MOLECULE ID
 JCGG-COM0000426
Reactant Type
 DIEA
MOLECULE ID
 JCGG-COM0002673
Reactant Type
 NT
PRODUCT
MOLECULE ID
 JCGG-COM0002674 (Reaction Tree)
Yield
 0%
MOLECULE ID
 JCGG-COM0002675 (Reaction Tree)
Yield
 NOT specified
MOLECULE ID
 JCGG-COM0002676 (Reaction Tree)
Yield
 NOT specified
REACTION DETAIL
Reaction Time
 NOT specified
Reaction Temp
 room temp
Solvent
 THF
Comment
 Very few were described regarding this reaction.
COMMENT
Keywords: alpha-D-glycosyl boranophosphate, phosphoramidite, condensation, boronation, terminal deprotection, Leishmania glycocalyx lipophosphoglycans
The desired product (compound 7) could not be obtained.
REFERENCE
Reference Id
 REF-0000-000315
Issn
 Electronic
Doi
 10.1021/jo102584g
PubMed ID
 21381786
Journal Name
 The Journal of organic chemistry. (2011) 76 (8): 2648-59.
Article Title
 Synthesis of oligo(α-D-glycosyl phosphate) derivatives by a phosphoramidite method via boranophosphate intermediates.
Author
 Shoichi, Fujita; Natsuhisa, Oka; Fumiko, Matsumura; Takeshi, Wada
Affiliation
 Department of Medical Genome Sciences, Graduate School of Frontier Sciences, The University of Tokyo, Bioscience Building 702, 5-1-5 Kashiwanoha, Kashiwa, Chiba 277-8562, Japan.
Reference Id
 REF-0000-000316
Source
 J. Org. Chem. 2011, 76, 2648-2659
Doi
 10.1021/jo102584g
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)