JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0001343
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-001344
Regist Date
 2012/06/21 16:51:53
REACTANT
MOLECULE ID
 JCGG-COM0001534 (Reaction Tree)
Skeleton
JCGG-STR001200
Reactant Type
 acceptor
Mol
 397 micro mol
MOLECULE ID
 JCGG-COM0001535 (Reaction Tree)
Reactant Type
 donor
Mol
 361 micro mol
MOLECULE ID
 JCGG-COM0000129
Reactant Type
 NIS
Mol
 596 micro mol
MOLECULE ID
 JCGG-COM0000624
Reactant Type
 AgOTf
Mol
 72.0 micro mol
PRODUCT
MOLECULE ID
 JCGG-COM0001536 (Reaction Tree)
Skeleton
JCGG-STR016571
Yield
 85%
REACTION DETAIL
Reaction Time
 1 hour, 18 hours
Reaction Temp
 -40 degree C, -20 degree C
Solvent
 dry CH2Cl2, dry CH2Cl2
Comment
 1) +all, 2) temperature change
Freshly dried MS3A was included in the solvent.
The acceptor, the donor, and MS3A were mixed at room temperature before the reaction.
COMMENT
Keywords: stereoselective synthesis, mycobacterial arabinan, arabinofuranosyl donors, arabinofuranosylation, TIDPS
There are multiple phases in this reaction.
REFERENCE
Reference Id
 REF-0000-000067
Issn
 Print
Doi
 10.1021/ol062198j
PubMed ID
 17107063
Journal Name
 Organic letters. (2006) 8 (24): 5525-8.
Article Title
 Stereoselective synthesis of a fragment of mycobacterial arabinan.
Author
 Akihiro, Ishiwata; Hiroko, Akao; Yukishige, Ito
Affiliation
 RIKEN (Institute of Physical and Chemical Research), Wako-shi, Saitama 351-0198, Japan.
Reference Id
 REF-0000-000068
Source
 ORGANIC LETTERS, 2006, Vol. 8, No. 24, 5525-5528
Doi
 10.1021/ol062198j
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)