3,5-Dimethylisoxazole-4-boronic acid → HCID 66651362, compound

HRID 419832Notes

Reaction equation

HRID 419832 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[C:9]([F:15])=[N:10][C:11](I)=[CH:12][CH:13]=1)(=[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[C:9]([F:15])=[N:10][C:11]([C:33]2[C:29]([CH3:28])=[N:30][O:31][C:32]=2[CH3:37])=[CH:12][CH:13]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 27343463,5-Dimethylisoxazole-4-boronic acidHCID 86632649HCID 86632649, compound

Product 1

HCID 66651362HCID 66651362, compound

Procedure

By carrying out the operation analogously to example 213, starting from 2-fluoro-6-iodo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, obtained according to preparation XII, and 3,5-dimethyl-4-isoxazoleboronic acid, the desired product is obtained and is used directly in the deacetylation stage.

Workup

  1. customobtained

Sources & evidence

ORD record
ord-93d09d2344e74141a72521f30def0386
Source dataset
uspto-grants-2012_01
Patent number
US08093394B2

Reaction notes

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