Tin(IV)-functionalised polymer supports; non-toxic and practical reagents for regioselective acetylation of sucrose.
Polymer-supported butyltin(IV) reagents have been surveyed for regioselectivity in acetylation of sucrose. Polymer-supported butyltin(IV) dichloride 8 catalysed the acetylation of sucrose to give a 59% yield of 6-O-acetyl sucrose 3, the precursor of sucralose. The yield is close to that of a previously reported process involving dibutyltin(IV) oxide (Bu2SnO). The spent polymeric resin could readily be regenerated and can be subsequently used in further synthetic reactions.
Research Institute, Sankyo Co. Ltd., Tokyo, Japan.
W M
WM
Macindoe
A
A
Williams
R
R
Khan
D000107:Acetylation; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D015394:Molecular Structure; D013395:Sucrose / Q000031:analogs & derivatives / Q000378:metabolism*; D017971:Tin Compounds / Q000138:chemical synthesis* / Q000633:toxicity
D017971:Tin Compounds; D013395:Sucrose