JCGG ID |
JCGG-RAC0002336 | ||||
Submitter |
The Noguchi Institute | ||||
Reaction ID |
R-0000-002336 | ||||
Regist Date |
2012/06/21 19:03:29 | ||||
REACTANT | |||||
|
|
||||
Reactant Type |
galactopyranose | ||||
Mol |
3.15 mmol | ||||
|
|
||||
Reactant Type |
HBr (30% in AcOH) | ||||
Volume |
2.3 mL | ||||
PRODUCT | |||||
MOLECULE ID |
|
|
|||
Product Type |
bromide | ||||
Yield |
38% | ||||
REACTION DETAIL | |||||
Reaction Time |
30 minutes + 1 hour, 2 hours | ||||
Reaction Temp |
0 degree C, room temp | ||||
Solvent |
CH2Cl2, CH2Cl2 | ||||
Comment |
1) +all, 2) temperature change | ||||
Preparation of Glycosyl Donors | |||||
HBr was added dropwise over 30 minutes. | |||||
COMMENT | |||||
Keywords: diphenylborinic acid, Koenigs-Knorr glycosylations, cis-1,2-diol, glycosyl halide donors, glycosidic linkages | |||||
There are multiple phases in this reaction. | |||||
REFERENCE | |||||
Reference Id |
REF-0000-000333 | ||||
Issn |
Electronic | ||||
Doi |
10.1021/ja2062715 | ||||
PubMed ID |
21838223 | ||||
Journal Name |
Journal of the American Chemical Society. (2011) 133 (35): 13926-9. | ||||
Article Title |
Regioselective activation of glycosyl acceptors by a diarylborinic acid-derived catalyst. | ||||
Author |
Christina, Gouliaras; Doris, Lee; Lina, Chan; Mark S, Taylor | ||||
Affiliation |
Department of Chemistry, University of Toronto, Ontario, Canada. | ||||
Reference Id |
REF-0000-000334 | ||||
Source |
J. Am. Chem. Soc. 2011, 133, 13926-13929 | ||||
Doi |
10.1021/ja2062715 |
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST) |