2,4-Difluorophenylboronic acid → HCID 67291826, compound

HRID 1685437Notes

Reaction equation

HRID 1685437 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]([F:34])[CH:31]=[CH:30][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:31]2[CH:30]=[CH:29][C:28]([F:27])=[CH:33][C:32]=2[F:34])[CH:13]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 27343342,4-Difluorophenylboronic acidHCID 441955025-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylo-pyranoside

Product 1

HCID 67291826HCID 67291826, 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 2,4-difluorophenyl-boronic acid, 5-(2,4-difluorophenyl)-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside is obtained in the form of an off-white foam (yield=87%).

Sources & evidence

ORD record
ord-b4e8a8dc9d114c248bc147a4d692fe34
Source dataset
uspto-grants-2012_04
Patent number
US08148407B2

Reaction notes

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