JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001156
Submitter
The Noguchi Institute
Reaction ID
R-0000-001165
Regist Date
2012/06/21 16:42:45
REACTANT
MOLECULE ID
JCGG-COM0001321 (Reaction Tree)
Mol
0.26 mmol
MOLECULE ID
JCGG-COM0000484
Reactant Type
O3 (gas)
MOLECULE ID
JCGG-COM0000408
Reactant Type
Ph3P
Mol
0.88 mmol
MOLECULE ID
JCGG-COM0000485
Reactant Type
NaClO2
Mol
3.1 mmol
MOLECULE ID
JCGG-COM0000486
Reactant Type
NaH2PO4
Mol
0.8 mmol
MOLECULE ID
JCGG-COM0000487
Reactant Type
2-methyl-2-butene
Mol
1.2 mmol
PRODUCT
MOLECULE ID
JCGG-COM0001322 (Reaction Tree)
Yield
85%
REACTION DETAIL
Reaction Time
5 hours, 19 hours, 24 hours
Reaction Temp
-78 degree C, room temp, NOT specified
Solvent
CH2Cl2, CH2Cl2, t-BuOH/H2O = 4mL/1mL
Comment
1) 4+O3, 2) +Ph3P, 3) +all the rest
The reactants were mixed at -78 degree in Celsius, and allowed to warm to room temperature. (second phase)
COMMENT
Keywords: Crown ether, Spiroketal, 1-C-Vinylated glucose, Glycosylation
There are three phases in this reaction.
REFERENCE
Reference Id
REF-0000-000056
Issn
Electronic
PubMed ID
18794788
Journal Name
Molecules (Basel, Switzerland). (2008) 13 (8): 1840-5.
Article Title
Synthesis of a novel D-glucose-conjugated 15-crown-5 ether with a spiro ketal structure.
Author
Takashi, Yamanoi; Yoshiki, Oda; Hitomi, Muraishi; Sho, Matsuda
Affiliation
The Noguchi Institute, 1-8-1 Kaga, Itabashi-ku, Tokyo 173-0003, Japan. tyama@noguchi.or.jp
Reference Id
REF-0000-000057
Source
Molecules 2008, 13, 1840-1845 manuscripts
Doi
10.3390/molecules13081840

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