(4-Methoxyphenyl)boronic acid → HCID 67291060, compound

HRID 1685432Notes

Reaction equation

HRID 1685432 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](Cl)=[N:10][CH:11]=[CH:12][C:13]=1[CH3:14])(=[O:3])[CH3:2].[CH3:28][O:29][C:30]1[CH:35]=[CH:34][C:33](B(O)O)=[CH:32][CH:31]=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]([C:33]2[CH:34]=[CH:35][C:30]([O:29][CH3:28])=[CH:31][CH:32]=2)=[N:10][CH:11]=[CH:12][C:13]=1[CH3:14])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 201262(4-Methoxyphenyl)boronic acidHCID 86625027HCID 86625027, compound

Product 1

HCID 67291060HCID 67291060, compound

Procedure

By following a procedure analogous to Example 27 starting from the 2-chloro-4-methyl-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside obtained according to Preparation 24 and 4-methoxyphenylboronic acid, 2-(4-methoxy-phenyl)-4-methyl-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside is obtained and is used directly for the deacetylation step.

Workup

  1. customobtained

Sources & evidence

ORD record
ord-6c86977188554eed892b93fa7ac01692
Source dataset
uspto-grants-2012_04
Patent number
US08148407B2

Reaction notes

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