3-Bromo-5-methylpyridine → 6-(5-Methyl-3-pyridinyl)-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylo-pyranoside
Reaction equation
Br[C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1.[C:9]([O:12][C@@H:13]1[C@@H:26]([O:27][C:28](=[O:30])[CH3:29])[C@H:25]([O:31][C:32](=[O:34])[CH3:33])[CH2:24][S:23][C@H:14]1[O:15][C:16]1[CH:17]=[N:18][C:19](Br)=[CH:20][CH:21]=1)(=[O:11])[CH3:10]>>[C:9]([O:12][C@@H:13]1[C@@H:26]([O:27][C:28](=[O:30])[CH3:29])[C@H:25]([O:31][C:32](=[O:34])[CH3:33])[CH2:24][S:23][C@H:14]1[O:15][C:16]1[CH:17]=[N:18][C:19]([C:2]2[CH:3]=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=2)=[CH:20][CH:21]=1)(=[O:11])[CH3:10]Participants
3
Procedure
By carrying out the operation analogously to example 137, starting from 3-bromo-5-methylpyridine and 6-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, obtained according to preparation IV, the desired product is obtained in the form of a white solid (yield=38%).
Workup
- customobtained