2,4-Dimethoxybenzeneboronic acid → HCID 67292860, compound

HRID 1685450Notes

Reaction equation

HRID 1685450 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1B(O)O.C([O:17][C@@H:18]1[C@@H:31]([O:32]C(=O)C)[C@H:30]([O:36]C(=O)C)[CH2:29][S:28][C@H:19]1[O:20][C:21]1[CH:22]=[N:23][CH:24]=[C:25](Br)[CH:26]=1)(=O)C>>[O:20]([C:21]1[CH:22]=[N:23][CH:24]=[C:25]([C:4]2[CH:5]=[CH:6][C:7]([O:9][CH3:10])=[CH:8][C:3]=2[O:2][CH3:1])[CH:26]=1)[C@@H:19]1[S:28][CH2:29][C@@H:30]([OH:36])[C@H:31]([OH:32])[C@H:18]1[OH:17]

Participants

3

Reactant 2

HCID 27343412,4-Dimethoxybenzeneboronic acidHCID 441955025-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylo-pyranoside

Product 1

HCID 67292860HCID 67292860, compound

Procedure

By following a procedure analogous to Example 122 starting from 2,4-dimethoxyphenylboronic acid and 5-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, 5-(2,4-dimethoxyphenyl)-3-pyridinyl 5-thio-β-D-xylopyranoside is obtained in the form of a white solid (yield=71%).

Sources & evidence

ORD record
ord-f717af4b387e44b6a4c93606f9491f87
Source dataset
uspto-grants-2012_04
Patent number
US08148407B2

Reaction notes

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