(Pyridin-4-yl)boronic acid → HCID 67396773, compound

HRID 907051Notes

Reaction equation

HRID 907051 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]=[C:12]([F:14])[CH:11]=[CH:10][C:9]=1Br)(=[O:3])[CH3:2].[N:28]1[CH:33]=[CH:32][C:31](B(O)O)=[CH:30][CH:29]=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]=[C:12]([F:14])[CH:11]=[CH:10][C:9]=1[C:31]1[CH:32]=[CH:33][N:28]=[CH:29][CH:30]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 2734379(Pyridin-4-yl)boronic acidHCID 67396088HCID 67396088, compound

Product 1

HCID 67396773HCID 67396773, compoundYield 79%

Procedure

By carrying out the operation analogously to example 3, starting from 2-bromo-5-fluoro-phenyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, obtained according to preparation V, and 4-pyridineboronic acid, the expected product is obtained in the form of a white solid with a yield of 79%.

Workup

  1. customobtained

Sources & evidence

ORD record
ord-710df41ffcb24d41b37a5e40c40364fc
Source dataset
uspto-grants-2011_09
Patent number
US08013010B2

Reaction notes

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