|
Glycan Syntheses |
JCGG ID |
JCGG-RAC0001828 | |||||||
Submitter |
The Noguchi Institute | |||||||
Reaction ID |
R-0000-001828
|
|||||||
Regist Date |
2012/06/21 18:06:50 | |||||||
| REACTANT | ||||||||
|
|
|
|
||||||
Reactant Type |
allyl alpha-D-mannoside | |||||||
Weight |
25 g | |||||||
|
|
|
|||||||
Reactant Type |
TBABr | |||||||
Weight |
32 g | |||||||
|
|
|
|||||||
Reactant Type |
BnCl | |||||||
Volume |
77 mL | |||||||
| PRODUCT | ||||||||
MOLECULE ID |
|
|
|
|||||
Yield |
75% | |||||||
| REACTION DETAIL | ||||||||
Reaction Time |
1 + 4.5 hours, overnight | |||||||
Reaction Temp |
55 degree C, room temp | |||||||
Solvent |
33% aq. NaOH solution, 33% aq. NaOH solution | |||||||
Comment |
1) +all, 2) temperature change | |||||||
| BnCl was added dropwise over 1 hour. | ||||||||
| COMMENT | ||||||||
| Keywords: synthesis, Fischer glycosylation, allyl glycosides, isomerization, 2,3,4,6-tetra-O-benzyl-alpha-D-mannopyranose | ||||||||
| The reaction is the 2nd part of the sequence. | ||||||||
| There are multiple steps in this reaction. | ||||||||
| REFERENCE | ||||||||
Reference Id |
REF-0000-000253 | |||||||
Source |
Essentials of Carbohydrate Chemistry and Biochemistry | |||||||
Reference Id |
REF-0000-000254 | |||||||
Source |
ISBN 978-3-527-31528-4 | |||||||
Reference Id |
REF-0000-000258 | |||||||
Source |
J. Carbohydr. Chem. 16, 877 (1997) | |||||||
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)
|
