3,4-Difluorobenzeneboronic acid → HCID 67292793, compound

HRID 1685446Notes

Reaction equation

HRID 1685446 reaction equation
[F:1][C:2]1[CH:3]=[C:4](B(O)O)[CH:5]=[CH:6][C:7]=1[F:8].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:4]2[CH:5]=[CH:6][C:7]([F:8])=[C:2]([F:1])[CH:3]=2)[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 27343373,4-Difluorobenzeneboronic acidHCID 441955025-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylo-pyranoside

Product 1

HCID 67292793HCID 67292793, compound

Procedure

By following a procedure analogous to Example 122 starting from 3,4-difluorophenylboronic acid and 5-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, 5-(3,4-difluorophenyl)-3-pyridinyl 5-thio-β-D-xylopyranoside is obtained in the form of a beige powder (yield=44%).

Sources & evidence

ORD record
ord-0eb3cef0d1ac4549b58af9f852af7796
Source dataset
uspto-grants-2012_04
Patent number
US08148407B2

Reaction notes

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