Abstract
Abstract Upon reaction with sodium nitrite, the corresponding triflate 2 of known 1,3,4,6-tetra-O-pivaloyl-β-d-fructofuranosyl 2,3,6-tri-O-pivaloyl-α-d-glucopyranoside (1), afforded the galacto-sucrose 3 in high yield. This compound was converted into 4-deoxy-4-fluorosucrose derivative 4 by treatment with DAST. The reaction of triflate 6, derived from 3, with lithium azide afforded 4-azido-4-deoxysucrose derivative 7 which was transformed into 4-amino-4-deoxysucrose 9. SN2 Displacement of the triflate of compound 6 with thioacetate ion provided the expected 4-S-acetyl-4-thiosucrose derivative 10 in excellent yield. Deacetylation of 10 afforded a mixture of 4-thiosucrose 11 and 4-thiosucrose disulfide 12.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
