2-Methyl-1,3-benzothiazol-5-ol → 2-methyl-5-benzothiazolyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranoside

HRID 1993721Notes

Reaction equation

HRID 1993721 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[S:22][C:23]2[CH:29]=[CH:28][C:27]([OH:30])=[CH:26][C:24]=2[N:25]=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:30][C:27]1[CH:28]=[CH:29][C:23]2[S:22][C:21]([CH3:20])=[N:25][C:24]=2[CH:26]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 6997992-Methyl-1,3-benzothiazol-5-olHCID 113826832,3,4-Tri-o-acetyl-5-thioxylopyranosyl bromide

Product 1

HCID 685381402-methyl-5-benzothiazolyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranosideYield 6%

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-5-hydroxybenzothiazole, the desired product is obtained in the form of white crystals with a yield of 6%.

Sources & evidence

ORD record
ord-e8a30dd8fc7440608e7682ea3b084b83
Source dataset
uspto-grants-2010_01
Patent number
US07652032B2

Reaction notes

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