Carbohydrate Research p. 257 - 270 (1995)
Update date:2022-07-29
Topics:
Streicher, Harald
Latxague, Laurent
Wiemann, Torsten
Rollin, Patrick
Thiem, Joachim
The syntheses of 3,4,6-tri-O-acetyl-2-deoxy-1-thio-D-arabino-hexopyranose, 2,4,6-tri-O-acetyl-3-deoxy-1-thio-β-D-ribo-hexopyranose, 2,3,6-tri-O-benzoyl-4-deoxy-1-thio-β-D-xylo-hexopyranose, and 2,3,4-tri-O-acetyl-6-deoxy-1-thio-β-D-glucopyranose are reported.These thiols were coupled with phenylacetohydroximoyl chloride or indol-3-ylacetohydroximoyl chloride, respectively.Sulfation and subsequent deprotection yielded the corresponding deoxy derivatives of glucotropaeolin and glucobrassicin, two major representatives of the glucosinolate family.Keywords: Glucosinolates; Glucotropaeolin; Glucobrassicin; 1-Thioglucopyranose; Deoxy derivatives
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