3-Pyridinylboronic acid → HCID 67397143, compound

HRID 907046Notes

Reaction equation

HRID 907046 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]=[CH:10][C:9]=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:13]=[CH:12][CH:11]=[CH:10][C:9]=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 67398093HCID 67398093, compound

Product 1

HCID 67397143HCID 67397143, compound

Procedure

By carrying out the operation analogously to example 1, starting from 2-bromophenyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, obtained according to preparation IV, and 3-pyridineboronic acid, the expected compound is obtained. The latter was not isolated and is used directly in the following stage.

Workup

  1. customobtained

Sources & evidence

ORD record
ord-25e81e070b564cde946df27ee4f06a2f
Source dataset
uspto-grants-2011_09
Patent number
US08013010B2

Reaction notes

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