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Synthesis of sucrose derivatives modified at the terminal carbon atoms

Jarosz S., Mach M.

Polish Journal of Chemistry

1999

vol. 73 nr 6

981-988

The methodology for the preparation of various derivatives of sucrose modified at C1', C6, and C6'-positions is presented. 6-Amino-, 6'-amino, and 6,6'-diamino-penta-O-benzylsucroses (16,17 and 18 respectively), as well as appropriate uronic acids (characterized as methyl esters: 19-22), have been obtained from 2,3,4,3',4',-penta-O-benzylsucrose (1). The usefulness of this approach was exemplified by the preparation of 1'-O-benzyloxymethyl-6-deoxy-6-C-(2-furyl)-2,3,4,3',4'-penta-O-benzylsucrose (26).