3,5-Dimethyl-4-methoxyphenylboronic acid → HCID 67290766, compound

HRID 1685436Notes

Reaction equation

HRID 1685436 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].[CH3:27][C:28]1[CH:29]=[C:30](B(O)O)[CH:31]=[C:32]([CH3:36])[C:33]=1[O:34][CH3:35]>>[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:30]2[CH:31]=[C:32]([CH3:36])[C:33]([O:34][CH3:35])=[C:28]([CH3:27])[CH:29]=2)[CH:13]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 38175863,5-Dimethyl-4-methoxyphenylboronic acidHCID 441955025-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylo-pyranoside

Product 1

HCID 67290766HCID 67290766, 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 3,5-dimethyl-4-methoxyphenylboronic acid, 5-(3,5-dimethyl-4-methoxyphenyl)-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside is obtained in the form of a white solid (yield=52%).

Sources & evidence

ORD record
ord-e091a62b2e8143cabadb50edcfb7415e
Source dataset
uspto-grants-2012_04
Patent number
US08148407B2

Reaction notes

Loading…