4-Chloro-3-methylpyridine → 5-(3-Methyl-4-pyridinyl)-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylo-pyranoside
Reaction equation
[C:1]([O:4][C@@H:5]1[C@@H:18]([O:19][C:20](=[O:22])[CH3:21])[C@H:17]([O:23][C:24](=[O:26])[CH3:25])[CH2:16][S:15][C@H:6]1[O:7][C:8]1[CH:9]=[N:10][CH:11]=[C:12](Br)[CH:13]=1)(=[O:3])[CH3:2].Cl[C:28]1[CH:33]=[CH:32][N:31]=[CH:30][C:29]=1[CH3:34]>>[C:1]([O:4][C@@H:5]1[C@@H:18]([O:19][C:20](=[O:22])[CH3:21])[C@H:17]([O:23][C:24](=[O:26])[CH3:25])[CH2:16][S:15][C@H:6]1[O:7][C:8]1[CH:9]=[N:10][CH:11]=[C:12]([C:28]2[CH:33]=[CH:32][N:31]=[CH:30][C:29]=2[CH3:34])[CH:13]=1)(=[O:3])[CH3:2]Participants
3
Procedure
By carrying out the operation analogously to example 49, starting from 5-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, obtained according to preparation IX, and 4-chloro-3-methylpyridine, the desired product is obtained in the form of beige crystals (yield=15%).
Workup
- customobtained