3-Pyridinylboronic acid → HCID 66651105, compound

HRID 419833Notes

Reaction equation

HRID 419833 reaction equation
[C:1]([O:4][C@@H:5]1[C@@H:19]([O:20][C:21](=[O:23])[CH3:22])[C@H:18]([O:24][C:25](=[O:27])[CH3:26])[CH2:17][S:16][C@H:6]1[O:7][C:8]1[CH:9]=[N:10][C:11](Cl)=[C:12]([F:14])[CH:13]=1)(=[O:3])[CH3:2].[N:28]1[CH:33]=[CH:32][CH:31]=[C:30](B(O)O)[CH:29]=1>>[C:1]([O:4][C@@H:5]1[C@@H:19]([O:20][C:21](=[O:23])[CH3:22])[C@H:18]([O:24][C:25](=[O:27])[CH3:26])[CH2:17][S:16][C@H:6]1[O:7][C:8]1[CH:9]=[N:10][C:11]([C:30]2[CH:29]=[N:28][CH:33]=[CH:32][CH:31]=2)=[C:12]([F:14])[CH:13]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 27343783-Pyridinylboronic acidHCID 86632650HCID 86632650, compound

Product 1

HCID 66651105HCID 66651105, compound

Procedure

By carrying out the operation analogously to example 213, starting from 6-chloro-5-fluoro-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, obtained according to preparation XI, and 3-pyridineboronic acid, the desired product is obtained and is used directly in the deacetylation stage.

Workup

  1. customobtained

Sources & evidence

ORD record
ord-0abcc4081a5c4b14b60c7b2462edb0f4
Source dataset
uspto-grants-2012_01
Patent number
US08093394B2

Reaction notes

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