2,6-Difluoro-4-methoxybenzeneboronic acid → HCID 67292585, compound

HRID 1685435Notes

Reaction equation

HRID 1685435 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]=[C:12](Br)[CH:13]=1)(=[O:3])[CH3:2].[F:27][C:28]1[CH:33]=[C:32]([O:34][CH3:35])[CH:31]=[C:30]([F:36])[C:29]=1B(O)O>>[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]=[C:12]([C:29]2[C:28]([F:27])=[CH:33][C:32]([O:34][CH3:35])=[CH:31][C:30]=2[F:36])[CH:13]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 162174242,6-Difluoro-4-methoxybenzeneboronic acidHCID 441955025-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylo-pyranoside

Product 1

HCID 67292585HCID 67292585, compound

Procedure

By following a procedure analogous to Example 27 starting from 5-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside and 2,6-difluoro-4-methoxyphenylboronic acid, 5-(2,6-difluoro-4-methoxyphenyl)-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside is obtained in the form of a white solid (yield=30%).

Sources & evidence

ORD record
ord-b24b6eeec06840bb98f4c12434b7d10c
Source dataset
uspto-grants-2012_04
Patent number
US08148407B2

Reaction notes

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