3-Pyridinylboronic acid → HCID 67396380, compound

HRID 907049Notes

Reaction equation

HRID 907049 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:13]=[CH:12][C:11](Br)=[CH:10][C:9]=1[F:15])(=[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:13]=[CH:12][C:11]([C:30]2[CH:29]=[N:28][CH:33]=[CH:32][CH:31]=2)=[CH:10][C:9]=1[F:15])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 27343783-Pyridinylboronic acidHCID 67399103HCID 67399103, compound

Product 1

HCID 67396380HCID 67396380, compoundYield 61%

Procedure

By carrying out the operation analogously to example 3, starting from 4-bromo-2-fluorophenyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, obtained according to preparation VI, and 3-pyridineboronic acid, the expected product is obtained in the form of a white solid with a yield of 61%.

Workup

  1. customobtained

Sources & evidence

ORD record
ord-9b34c7d959e44a18bcfcb7768297e9b8
Source dataset
uspto-grants-2011_09
Patent number
US08013010B2

Reaction notes

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