This thesis entitled “Synthesis ofNew Glycosubstances 本文题为“新glycosubstances合成.docVIP

This thesis entitled “Synthesis of New Glycosubstances, attempted synthesis of Isoavenaciolide and New Reagents for the conversion of alcohols into p-methoxybenzyl ethers” is divided into three chapters. Chapter 1: Synthesis of New Glycosubstances This chapter is divided into two sections. Section A describes the synthesis of carbon-carbon linked disaccharides using furan as masked sugar synthon and new furyl sugars as intermediates for ‘new glycosubstances’. Section B deals with the description on the synthesis of acetylenic new glycosubstances, which are useful intermediates for the synthesis of New Chemical Entities of therapeutic value. Section A: This section is further divided into two parts. Part I: Synthesis of C(4)-C(5) linked (L)- and (D)-disaccharides from ‘diacetone glucose’ The role of carbohydrates in nature goes under the broad heading of “Glycobiology”1, an eye-opening subject encompassing many areas of interest particularly to the synthetic organic chemist and more recently receiving attention from a therapeutic drug development aspect2. The C-glycosides3, where a methylene group replaces the interglycosidic oxygen atom, are non-metabolisable analogues of natural disaccharides and represent an interesting class of compounds for therapeutic studies. Synthetic C-glycosyl compounds are starting chiral synthons, suitable for the synthesis of complex molecules, as they contain a large number of chiral centres and functional groups. In a broader context, this subclass also includes examples in which the monosaccharide units are connected either directly or by way of more extended as well as substituted carbon spacers. In the present study, addition of 2-furyl lithium to the enantiopure aldehyde template 4 obtained from DAG and further transformations was identified in offering a direct access to the disaccharides 1, 2 and 3, where the new sugar unit has been constructed from the furan moiety, while chirality was induced from the parent sugar template. A