4-Fluorophenylboronic acid → HCID 67292354, compound

HRID 1685431Notes

Reaction equation

HRID 1685431 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[C:9](Br)=[N:10][CH:11]=[CH:12][CH:13]=1)(=[O:3])[CH3:2].[F:27][C:28]1[CH:33]=[CH:32][C:31](B(O)O)=[CH:30][CH:29]=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[C:9]([C:31]2[CH:32]=[CH:33][C:28]([F:27])=[CH:29][CH:30]=2)=[N:10][CH:11]=[CH:12][CH:13]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 2856454-Fluorophenylboronic acidHCID 12136256HCID 12136256, compound

Product 1

HCID 67292354HCID 67292354, compound

Procedure

By following a procedure analogous to Example 27 starting from 2-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside and 4-fluorophenylboronic acid, 2-(4-fluorophenyl)-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside is obtained in the form of white crystals (yield=64%).

Sources & evidence

ORD record
ord-59e36cee4e6543f685892537e1e5d6bc
Source dataset
uspto-grants-2012_04
Patent number
US08148407B2

Reaction notes

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