Study On Total Synthesis Of Merremoside B

Resin glycosides, biodynamic constitutes of the morning glory species are glycolipids with a characteristic macrolactone ring. Simulated by the notable structural and biochemical features, intensive studies on the total synthesis of resin glycosides have been completed.This dissertation chooses Merremoside b as the synthesis target, which was isolated and fully characterized by Kitagawa in 1996. Now both the synthesis of macrolactone disaccharide subunit and disaccharide donor of Merremoside b have been achieved, also have I explored the deprotection conditions for the total synthesis of the target molecular.1. The aglycon moiety was readily obtained from .R-glycidol in 10 steps in an overall yield of 1.8% via the preparation of the key intermediate 2S-epoxyheptane.2. The racemic methyl jalapionate was successfully synthesized by using 1,10-decanediol as the starting material via a seven-steps procedure in an overall yield of 7.2%.3. From the the connection between the US-methyl jalapionate with the 2,3,4-tri-O-acetyl-L-rhamnosyl trichloroacetimidate donor to region -selective macrolactonization of a l-(hydroxycarbonyl)pentadec-10S-yl disaccharide with Corey-Nicolaou's protocol, the total yeild 13.6%.4. The preparation of disaccharide trichloroacetimidate donor was...