297730-85-9Relevant academic research and scientific papers
5-Amino-5-deoxy-1-thioglucopyranosides - synthesis of thioglycoside derivatives of nojirimycin
Fuchss, Thomas,Schmidt, Richard R.
, p. 677 - 691 (2000)
N-Benzyloxycarbonyl-protected 5-amino-5-deoxyglucofuranose derivative 1 could be readily transformed into 6-O, N-carbonylidene nojirimycin 3 which afforded the corresponding piperidinosyl trichloroacetimidate 6. This compound turned out to be a versatile piperidinosyl donor. Reaction with various mercaptans as acceptors in the presence of TMSOTf as catalyst gave 5-aza-1-thioglucopyranosides 7a-c, 9, and 13 which were successfully deprotected.
