3,5-Dimethylisoxazole-4-boronic acid → HCID 66651358, compound

HRID 419825Notes

Reaction equation

HRID 419825 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:13]=[CH:12][N:11]=[C:10](Br)[CH:9]=1)(=O)C.[CH3:27][C:28]1[C:32](B(O)O)=[C:31]([CH3:36])[O:30][N:29]=1>>[O:7]([C:8]1[CH:13]=[CH:12][N:11]=[C:10]([C:32]2[C:28]([CH3:27])=[N:29][O:30][C:31]=2[CH3:36])[CH:9]=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 27343463,5-Dimethylisoxazole-4-boronic acidHCID 86625028HCID 86625028, compound

Product 1

HCID 66651358HCID 66651358, compound

Procedure

By carrying out the operation analogously to example 239, starting from 2-bromo-4-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, obtained according to preparation VII, and 3,5-dimethyl-4-isoxazoleboronic acid, the desired product is obtained in the form of white crystals (yield=25%).

Workup

  1. customobtained

Sources & evidence

ORD record
ord-b14d9ffe4ac24f95a4559131e7566a00
Source dataset
uspto-grants-2012_01
Patent number
US08093394B2

Reaction notes

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