3-Pyridinylboronic acid → HCID 66651610, compound

HRID 419821Notes

Reaction equation

HRID 419821 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[C:9](I)=[N:10][C:11]([CH3:14])=[CH:12][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[C:9]([C:30]2[CH:29]=[N:28][CH:33]=[CH:32][CH:31]=2)=[N:10][C:11]([CH3:14])=[CH:12][CH:13]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 27343783-Pyridinylboronic acidHCID 86632637HCID 86632637, compound

Product 1

HCID 66651610HCID 66651610, compound

Procedure

By carrying out the operation analogously to example 177, starting from 2-iodo-6-methyl-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, obtained according to preparation V, and 3-pyridineboronic acid, the desired product is obtained in the form of an ocher powder (yield=42%).

Workup

  1. customobtained

Sources & evidence

ORD record
ord-ab47effb5e004444b0f36489674303f2
Source dataset
uspto-grants-2012_01
Patent number
US08093394B2

Reaction notes

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