Synthesis of cladinose from mycarose and synthesis of the same methylated derivative, 3,4-di-O-methylmycarose, from both mycarose and cladinose demonstrated the configurational identity of the two sugars. The synthesis of dl-mycarose and its 3-epimer by methods which reveal their configurations is described. Synthetic racemic mycarose was resolved via its bornanol-10-sulfonates and the active
... [Show full abstract] synthetic sugar has been shown to be identical with mycarose from natural sources. The isolation of L-lactic acid from carbon atoms 4, 5 and 6 mycarose proved that mycarose and cladinose belong to the L series of sugars.Mycarose has thus been shown to be 2,6-didesoxy-3-C-methyl-L-ribohexose, and cladinose its 3-methyl ether.