2,3,4-Tri-o-acetyl-5-thioxylopyranosyl bromide → HCID 68898009, compound

HRID 1993729Notes

Reaction equation

HRID 1993729 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].[CH3:20][C:21]1[N:22]=[C:23]2[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][N:24]2[CH:30]=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:29][C:26]1[CH:27]=[CH:28][C:23]2[N:24]([CH:30]=[C:21]([CH3:20])[N:22]=2)[CH:25]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 113826832,3,4-Tri-o-acetyl-5-thioxylopyranosyl bromideHCID 67352409HCID 67352409, compound

Product 1

HCID 68898009HCID 68898009, compoundYield 13%

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 2-methyl-6-hydroxyimidazo[1,2-α]pyridine obtained according to preparation 5, the desired product is obtained in the form of a white solid with a yield of 13%.

Workup

  1. customobtained
  2. customaccording to preparation 5

Sources & evidence

ORD record
ord-b12e5b38d40e46d7a7ec4d615573ec30
Source dataset
uspto-grants-2010_01
Patent number
US07652032B2

Reaction notes

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