|
Glycan Syntheses |
JCGG ID |
JCGG-RAC0002731 | |||||||
Submitter |
The Noguchi Institute | |||||||
Reaction ID |
R-0000-002731
|
|||||||
Regist Date |
2012/06/21 19:43:51 | |||||||
| REACTANT | ||||||||
|
|
|
|
||||||
Reactant Type |
2-allyloxy-3,4,5-tris(benzyloxy)-6-benzyloxymethyltetrahydropyran (sugar) | |||||||
Mol |
1.7 mmol | |||||||
|
|
|
|||||||
Reactant Type |
BH3*Me2S (2 M) | |||||||
Mol |
1.7 mmol | |||||||
|
|
|
|||||||
Reactant Type |
H2O2 (35%) | |||||||
Volume |
2.0 mL | |||||||
|
|
|
|||||||
Reactant Type |
NaOH (3 N) | |||||||
Volume |
20 mL | |||||||
| PRODUCT | ||||||||
MOLECULE ID |
|
|
|
|||||
Yield |
80% | |||||||
| REACTION DETAIL | ||||||||
Reaction Time |
15 hours, 6 hours | |||||||
Reaction Temp |
room temp, room temp | |||||||
Solvent |
THF (8mL), THF (8mL) | |||||||
Comment |
1) sugar+BH3*Me2S, 2) +H2O2, NaOH | |||||||
| The reactants were mixed at 0 degree in Celsius before stirred at room temperature. (first phase) | ||||||||
| COMMENT | ||||||||
| Keywords: trityl, photolabile, PPGs, electron-donating substituents, m-dimethylamino, photochemical deprotection | ||||||||
| The reaction is explained in text only. | ||||||||
| There are multiple phases in this reaction. | ||||||||
| REFERENCE | ||||||||
Reference Id |
REF-0000-000365 | |||||||
Issn |
Electronic | |||||||
Doi |
10.1021/jo200692c | |||||||
PubMed ID |
21612261 | |||||||
Journal Name |
The Journal of organic chemistry. (2011) 76 (15): 5873-81. | |||||||
Article Title |
Development of trityl-based photolabile hydroxyl protecting groups. | |||||||
Author |
Lei, Zhou; Haishen, Yang; Pengfei, Wang | |||||||
Affiliation |
Department of Chemistry, University of Alabama at Birmingham, 901 14th Street South, Birmingham, Alabama 35294, USA. | |||||||
Reference Id |
REF-0000-000366 | |||||||
Source |
J. Org. Chem. 2011, 76, 5873-5881 | |||||||
Doi |
10.1021/jo200692c | |||||||
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)
|
