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.
Macindoe
W M
WM
Research Institute, Sankyo Co. Ltd., Tokyo, Japan.
Williams
A
A
Khan
R
R
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