4-Methoxypyridine-3-boronic acid → 5-(4-Methoxy-3-pyridinyl)-3-pyridinyl 5-thio-beta-D-xylopyranoside
Reaction equation
C([O:4][C@@H:5]1[C@@H:18]([O:19]C(=O)C)[C@H:17]([O:23]C(=O)C)[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)C.[CH3:27][O:28][C:29]1[CH:34]=[CH:33][N:32]=[CH:31][C:30]=1B(O)O>>[O:7]([C:8]1[CH:9]=[N:10][CH:11]=[C:12]([C:30]2[CH:31]=[N:32][CH:33]=[CH:34][C:29]=2[O:28][CH3:27])[CH:13]=1)[C@@H:6]1[S:15][CH2:16][C@@H:17]([OH:23])[C@H:18]([OH:19])[C@H:5]1[OH:4]Participants
3
Procedure
By carrying out the operation analogously to example 239, starting from 5-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, obtained according to preparation IX, and 4-methoxy-3-pyridineboronic acid, the desired product is obtained in the form of a white solid (yield=23%).
Workup
- customobtained