2-Fluoro-5-methylbenzeneboronic acid → HCID 67290864, compound

HRID 1685451Notes

Reaction equation

HRID 1685451 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1B(O)O.C([O:15][C@@H:16]1[C@@H:29]([O:30]C(=O)C)[C@H:28]([O:34]C(=O)C)[CH2:27][S:26][C@H:17]1[O:18][C:19]1[CH:20]=[N:21][CH:22]=[C:23](Br)[CH:24]=1)(=O)C>>[O:18]([C:19]1[CH:20]=[N:21][CH:22]=[C:23]([C:3]2[CH:4]=[C:5]([CH3:8])[CH:6]=[CH:7][C:2]=2[F:1])[CH:24]=1)[C@@H:17]1[S:26][CH2:27][C@@H:28]([OH:34])[C@H:29]([OH:30])[C@H:16]1[OH:15]

Participants

3

Reactant 2

HCID 103518842-Fluoro-5-methylbenzeneboronic acidHCID 441955025-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylo-pyranoside

Product 1

HCID 67290864HCID 67290864, compound

Procedure

By following a procedure analogous to Example 122 starting from 2-fluoro-5-methylphenylboronic acid and 5-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, 5-(2-fluoro-5-methylphenyl)-3-pyridinyl 5-thio-β-D-xylopyranoside is obtained in the form of white crystals (yield=48%).

Sources & evidence

ORD record
ord-f2cbacae603e4ae28dd2ab747667e2bd
Source dataset
uspto-grants-2012_04
Patent number
US08148407B2

Reaction notes

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