3-Pyridinylboronic acid → HCID 67395716, compound

HRID 907047Notes

Reaction equation

HRID 907047 reaction equation
[C:1]([O:4][C@@H:5]1[C@@H:20]([O:21][C:22](=[O:24])[CH3:23])[C@H:19]([O:25][C:26](=[O:28])[CH3:27])[CH2:18][S:17][C@H:6]1[O:7][C:8]1[CH:13]=[C:12]([CH3:14])[C:11](Br)=[C:10]([CH3:16])[CH:9]=1)(=[O:3])[CH3:2].[N:29]1[CH:34]=[CH:33][CH:32]=[C:31](B(O)O)[CH:30]=1>>[C:1]([O:4][C@@H:5]1[C@@H:20]([O:21][C:22](=[O:24])[CH3:23])[C@H:19]([O:25][C:26](=[O:28])[CH3:27])[CH2:18][S:17][C@H:6]1[O:7][C:8]1[CH:13]=[C:12]([CH3:14])[C:11]([C:31]2[CH:30]=[N:29][CH:34]=[CH:33][CH:32]=2)=[C:10]([CH3:16])[CH:9]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 27343783-Pyridinylboronic acidHCID 67397156HCID 67397156, compound

Product 1

HCID 67395716HCID 67395716, compoundYield 45%

Procedure

By carrying out the operation analogously to example 13, starting from 4-bromo-3,5-dimethylphenyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, obtained according to preparation III, and 3-pyridineboronic acid, the expected product is obtained in the form of a colorless foam with a yield of 45%.

Workup

  1. customobtained

Sources & evidence

ORD record
ord-636aed9bfa4a483c8df9232a5071b51a
Source dataset
uspto-grants-2011_09
Patent number
US08013010B2

Reaction notes

Loading…