JCGG ID |
JCGG-RAC0002418 | ||||
Submitter |
The Noguchi Institute | ||||
Reaction ID |
R-0000-002418 | ||||
Regist Date |
2012/06/21 19:12:32 | ||||
REACTANT | |||||
|
|
||||
Reactant Type |
sugar | ||||
Mol |
0.1 mmol | ||||
|
|
||||
Reactant Type |
AcOH (solvent) | ||||
Volume |
10 mL | ||||
|
|
||||
Reactant Type |
Ac2O | ||||
Mol |
0.4 mmol | ||||
PRODUCT | |||||
MOLECULE ID |
|
|
|||
Yield |
87% | ||||
REACTION DETAIL | |||||
Reaction Time |
3 hours, 2 hours | ||||
Reaction Temp |
65 degree C, 0 degree C | ||||
Solvent |
glacial AcOH, pyridine | ||||
Comment |
1) sugar+AcOH, 2) +Ac2O | ||||
COMMENT | |||||
Keywords: xylomannan, antifreeze, Alaskan beetle, Upis ceramboides | |||||
There are multiple phases in this reaction. | |||||
ATTENTION: Although NOT mentioned in the written method, Ac2O seems to be the correct compound to be used instead of BzCl. | |||||
REFERENCE | |||||
Reference Id |
REF-0000-000339 | ||||
Issn |
Electronic | ||||
Doi |
10.1021/jo201780e | ||||
PubMed ID |
21955117 | ||||
Journal Name |
The Journal of organic chemistry. (2011) 76 (21): 8611-20. | ||||
Article Title |
Synthesis and structural verification of the xylomannan antifreeze substance from the freeze-tolerant Alaskan beetle Upis ceramboides. | ||||
Author |
David, Crich; Md Yeajur, Rahaman | ||||
Affiliation |
Department of Chemistry, Wayne State University, 5101 Cass Avenue, Detroit, Michigan 48202, United States. dcrich@chem.wayne.edu | ||||
Reference Id |
REF-0000-000340 | ||||
Source |
J. Org. Chem. 2011, 76, 8611-8620 | ||||
Doi |
10.1021/jo201780e |
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST) |