HCID 3839609, compound → HCID 24769219, compound

HRID 1993727Notes

Reaction equation

HRID 1993727 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[N:28]=[CH:27][N:26]([CH3:30])[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[N:28]=[CH:27][N:26]([CH3:30])[C:25]=2[CH:24]=[CH:23][CH:22]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 3839609HCID 3839609, compoundHCID 113826832,3,4-Tri-o-acetyl-5-thioxylopyranosyl bromide

Product 1

HCID 24769219HCID 24769219, compoundYield 38%

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 4-hydroxy-1-methyl-1H-benzimidazole, the desired product is obtained in the form of a white solid with a yield of 38%. The product obtained is used directly in the deacetylation step.

Sources & evidence

ORD record
ord-bfd60092583440168b784bc38457e839
Source dataset
uspto-grants-2010_01
Patent number
US07652032B2

Reaction notes

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