3,5-Dimethylisoxazole-4-boronic acid → HCID 67399438, compound

HRID 907061Notes

Reaction equation

HRID 907061 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:13]=[CH:12][CH:11]=[C:10](I)[CH:9]=1)(=[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:13]=[CH:12][CH:11]=[C:10]([C:32]2[C:28]([CH3:27])=[N:29][O:30][C:31]=2[CH3:36])[CH:9]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 27343463,5-Dimethylisoxazole-4-boronic acidHCID 25241750HCID 25241750, compound

Product 1

HCID 67399438HCID 67399438, compoundYield 53%

Procedure

By carrying out the operation analogously to example 13, starting from 3-iodophenyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, obtained according to preparation I, and 3,5-dimethyl-4-isoxazoleboronic acid, the expected product is obtained in the form of a pink powder with a yield of 53%.

Workup

  1. customobtained

Sources & evidence

ORD record
ord-5bb07c268bbf44b8a4efabda613f69b0
Source dataset
uspto-grants-2011_09
Patent number
US08013010B2

Reaction notes

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