3-Pyridinylboronic acid → HCID 66651651, compound

HRID 419812Notes

Reaction equation

HRID 419812 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].[N:27]1[CH:32]=[CH:31][CH:30]=[C:29](B(O)O)[CH:28]=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:29]1[CH:28]=[N:27][CH:32]=[CH:31][CH:30]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 27343783-Pyridinylboronic acidHCID 66650913HCID 66650913, compound

Product 1

HCID 66651651HCID 66651651, compound

Procedure

By carrying out the operation analogously to example 1, starting from 4-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, obtained according to preparation II, and 3-pyridineboronic acid, the desired product is obtained in the form of an ecru solid (yield=57%).

Workup

  1. customobtained

Sources & evidence

ORD record
ord-22c49cf0f98742c8b54228dbf2405e26
Source dataset
uspto-grants-2012_01
Patent number
US08093394B2

Reaction notes

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