7-Benzofuranol → HCID 68541700, compound

HRID 1993724Notes

Reaction equation

[C:1]([O:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[CH2:8][S:7][CH:6]1Br)(=[O:3])[CH3:2].[OH:20][C:21]1[C:29]2[O:28][CH:27]=[CH:26][C:25]=2[CH:24]=[CH:23][CH:22]=1>>[C:1]([O:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[CH2:8][S:7][C@H:6]1[O:20][C:21]1[C:29]2[O:28][CH:27]=[CH:26][C:25]=2[CH:24]=[CH:23][CH:22]=1)(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 785157-Benzofuranol

HCID 113826832,3,4-Tri-o-acetyl-5-thioxylopyranosyl bromide

Product 1

HCID 68541700HCID 68541700, compoundYield 14%

Procedure

By carrying out the process in a manner similar to example 7, starting from 2,3,4-tri-O-acetyl-5-thio-D-xylopyranosyl bromide and 7-hydroxybenzofuran, the desired product is obtained in the form of a white solid with a yield of 14%.

Sources & evidence

ORD record: ord-83f563abdf154b2a819c4d9151e50fb3
Source dataset: uspto-grants-2010_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07652032B2

Reaction notes

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