2,3,4-Tri-o-acetyl-5-thioxylopyranosyl bromide → HCID 68897997, compound

HRID 1993726Notes

Reaction equation

HRID 1993726 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]=[C:27]([OH:29])[CH:26]=[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:27]1[CH:26]=[CH:25][N:24]2[CH:30]=[C:21]([CH3:20])[N:22]=[C:23]2[CH:28]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 113826832,3,4-Tri-o-acetyl-5-thioxylopyranosyl bromideHCID 178429808HCID 178429808, compound

Product 1

HCID 68897997HCID 68897997, 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 2-methyl-7-hydroxyimidazo[1,2-α]-pyridine obtained according to preparation 3, 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.

Workup

  1. customobtained
  2. customaccording to preparation 3

Sources & evidence

ORD record
ord-0d6c63c5f3c347a5a200404d82ace990
Source dataset
uspto-grants-2010_01
Patent number
US07652032B2

Reaction notes

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