Furan-3-boronic acid → HCID 66650954, compound

HRID 419792Notes

Reaction equation

HRID 419792 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].[O:28]1[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:31]=[CH:32][O:28][CH:29]=2)=[N:10][C:11]([CH3:14])=[CH:12][CH:13]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 2734358Furan-3-boronic acidHCID 86632637HCID 86632637, compound

Product 1

HCID 66650954HCID 66650954, compound

Procedure

By carrying out the operation analogously to example 1, 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-furanboronic acid, the desired product is obtained in the form of a white solid (yield=42%).

Workup

  1. customobtained

Sources & evidence

ORD record
ord-06f76513888545a7ba30dfa5ce620176
Source dataset
uspto-grants-2012_01
Patent number
US08093394B2

Reaction notes

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