3,5-Dimethylisoxazole-4-boronic acid → HCID 66651000, compound

HRID 419820Notes

Reaction equation

HRID 419820 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]=[CH:12][C:13]=1Br)(=[O:3])[CH3:2].[CH3:27][C:28]1[C:32](B(O)O)=[C:31]([CH3:36])[O:30][N:29]=1>>[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]=[CH:12][C:13]=1[C:32]1[C:28]([CH3:27])=[N:29][O:30][C:31]=1[CH3:36])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 27343463,5-Dimethylisoxazole-4-boronic acidHCID 66650913HCID 66650913, compound

Product 1

HCID 66651000HCID 66651000, compound

Procedure

By carrying out the operation analogously to example 177, starting from 4-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, obtained according to preparation II, and 3,5-dimethyl-4-isoxazoleboronic acid, the desired product is obtained in the form of a pink powder (yield=30%).

Workup

  1. customobtained

Sources & evidence

ORD record
ord-79032a3797ad43beaa1d19f3c67bbeed
Source dataset
uspto-grants-2012_01
Patent number
US08093394B2

Reaction notes

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