3-Pyridinylboronic acid → HCID 67396978, compound

HRID 907043Notes

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:13]=[CH:12][C:11](I)=[CH:10][CH:9]=1)(=[O:3])[CH3:2].[N:27]1[CH:32]=[CH:31][CH:30]=[C:29](B(O)O)[CH:28]=1>>[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:13]=[CH:12][C:11]([C:29]2[CH:28]=[N:27][CH:32]=[CH:31][CH:30]=2)=[CH:10][CH:9]=1)(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 27343783-Pyridinylboronic acid

HCID 67396128HCID 67396128, compound

Product 1

HCID 67396978HCID 67396978, compoundYield 79%

Procedure

By carrying out the operation analogously to example 1, starting from 4-iodophenyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, obtained according to preparation II, and 3-pyridineboronic acid, the expected product is obtained in the form of a yellow solid with a yield of 79%.

Workup

customobtained

Sources & evidence

ORD record: ord-0905abf78e304d8db6864c5ff76d3286
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08013010B2

Reaction notes

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