Khellinone → HCID 68540585, compound

HRID 1993722Notes

Reaction equation

HRID 1993722 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].[C:20]([C:23]1[C:24]([OH:36])=[C:25]([O:34][CH3:35])[C:26]2[O:30][CH:29]=[CH:28][C:27]=2[C:31]=1[O:32][CH3:33])(=[O:22])[CH3:21]>>[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:36][C:24]1[C:23]([C:20](=[O:22])[CH3:21])=[C:31]([O:32][CH3:33])[C:27]2[CH:28]=[CH:29][O:30][C:26]=2[C:25]=1[O:34][CH3:35])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 68086KhellinoneHCID 113826832,3,4-Tri-o-acetyl-5-thioxylopyranosyl bromide

Product 1

HCID 68540585HCID 68540585, compound

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 5-acetyl-4,7-dimethoxy-6-hydroxybenzofuran, the desired product is obtained and is directly used in the following deprotection step without prior purification.

Sources & evidence

ORD record
ord-d941fc493946463dad2a1e76ef15103a
Source dataset
uspto-grants-2010_01
Patent number
US07652032B2

Reaction notes

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