JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0002664
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-002664
Regist Date
 2012/06/21 19:36:16
REACTANT
MOLECULE ID
 JCGG-COM0003470 (Reaction Tree)
Reactant Type
 (in CH2Cl2)
Mol
 less than 10.5 mmol
MOLECULE ID
 JCGG-COM0003466 (Reaction Tree)
Mol
 3.50 mmol
MOLECULE ID
 JCGG-COM0000412
Reactant Type
 TBAI
Mol
 21.0 mmol
MOLECULE ID
 JCGG-COM0000426
Reactant Type
 DIEA
Mol
 15.8 mmol
PRODUCT
MOLECULE ID
 JCGG-COM0003471 (Reaction Tree)
Skeleton
JCGG-STR032526
Yield
 75%(at least)
REACTION DETAIL
Reaction Time
 overnight
Reaction Temp
 room temp
Solvent
 CH2Cl2 (40mL)
Comment
 16, TBAI, DIEA, and MS 4A were mixed and stirred for 15 minutes at room temperature before the reaction.
MS 4A was included in the solvent.
15 was added dropwise over 15 minutes.
COMMENT
Keywords: building block, ceramides, glycolipids, galactosyl-phytosphingosine, KRN7000
REFERENCE
Reference Id
 REF-0000-000361
Issn
 Electronic
Doi
 10.1021/jo102064p
PubMed ID
 21155575
Journal Name
 The Journal of organic chemistry. (2011) 76 (1): 320-3.
Article Title
 Synthesis of a versatile building block for the preparation of 6-N-derivatized α-galactosyl ceramides: rapid access to biologically active glycolipids.
Author
 Peter J, Jervis; Liam R, Cox; Gurdyal S, Besra
Affiliation
 School of Biosciences, University of Birmingham, Edgbaston, Birmingham B15 2TT, United Kingdom.
Reference Id
 REF-0000-000362
Source
 J. Org. Chem. 2011, 76, 320-323
Doi
 10.1021/jo102064p
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)