3,5-Dimethylisoxazole-4-boronic acid → HCID 67400144, compound

HRID 907064Notes

Reaction equation

HRID 907064 reaction equation
[C:1]([O:4][C@@H:5]1[C@@H:19]([O:20][C:21](=[O:23])[CH3:22])[C@H:18]([O:24][C:25](=[O:27])[CH3:26])[CH2:17][S:16][C@H:6]1[O:7][C:8]1[CH:13]=[CH:12][C:11](Br)=[CH:10][C:9]=1[F:15])(=[O:3])[CH3:2].[CH3:28][C:29]1[C:33](B(O)O)=[C:32]([CH3:37])[O:31][N:30]=1>>[C:1]([O:4][C@@H:5]1[C@@H:19]([O:20][C:21](=[O:23])[CH3:22])[C@H:18]([O:24][C:25](=[O:27])[CH3:26])[CH2:17][S:16][C@H:6]1[O:7][C:8]1[CH:13]=[CH:12][C:11]([C:33]2[C:29]([CH3:28])=[N:30][O:31][C:32]=2[CH3:37])=[CH:10][C:9]=1[F:15])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 27343463,5-Dimethylisoxazole-4-boronic acidHCID 67399103HCID 67399103, compound

Product 1

HCID 67400144HCID 67400144, compoundYield 59%

Procedure

By carrying out the operation analogously to example 3, starting from 4-bromo-2-fluorophenyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside obtained according to preparation VI, and 3,5-dimethyl-4-isoxazoleboronic acid, the expected compound is obtained in the form of a white solid with a yield of 59%.

Workup

  1. customobtained

Sources & evidence

ORD record
ord-8cb87857b2474426a66bd8fd96c49b67
Source dataset
uspto-grants-2011_09
Patent number
US08013010B2

Reaction notes

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