4-Methoxypyridine-3-boronic acid → HCID 24963757, compound

HRID 419826Notes

Reaction equation

HRID 419826 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

Reactant 2

HCID 27625564-Methoxypyridine-3-boronic acidHCID 44195502HCID 44195502, compound

Product 1

HCID 24963757HCID 24963757, compound

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

  1. customobtained

Sources & evidence

ORD record
ord-7b8c0505703d4a199e542ca615e92c33
Source dataset
uspto-grants-2012_01
Patent number
US08093394B2

Reaction notes

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