SYNTHESIS OF ALPHA,ALPHA-(DIMALTOSIDE), ALPHA,BETA-(DIMALTOSIDE), ANDBETA,BETA-(DIMALTOSIDE) OF ETHANE-1,2-DIOL, PROPANE-1,3-DIOL, AND BUTANE-1,4-DIOL - A PROPOSAL FOR AN INITIAL ADHESION MODE

Nine dimaltoside derivatives of ethane-1,2-diol, propane-1,3-diol, and butane-1,4-diol having the alpha,alpha, alpha,beta, and beta,beta ano meric configurations at the linkage sites have been synthesized. Suita bly protected maltosyl halides or a 1-(phenylthio) derivative were con densed with the foregoing diols and the resulting monomaltosyl derivat ives were further condensed with the maltosyl donors to give, after de protection, the title compounds. Their structures were fully character ized by NMR spectroscopy. Interactions between the three alpha,alpha-( dimaltoside)s and cinnamyl alcohol are briefly discussed. (C) 1998 Els evier Science Ltd. All rights reserved