145240-47-7Relevant academic research and scientific papers
AN EFFICIENT ROUTE TO 3-DEOXY-D-MANNO-2-OCTULOSONIC ACID (KDO) DERIVATIVES VIA A 1,4-CYCLIC SULFATE APPROACH
Klein, P.A.M. van der,Boons, G.J.P.H.,Veeneman, G.A.,Marel, G.A. van der,Boom, J.H. van
, p. 5477 - 5480 (1989)
Treatment of 2,3:5,6-di-O-isopropylidene-D-mannitol with thionyl chloride followed by oxidation gave the corresponding 1,4-cyclic sulfate.Ring opening of the cyclic sulfate with the anion of ethyl 1,3-dithiane-2-carboxylate, and subsequent acidolysis and unmasking of the thioketal, afforded ethyl 4,5:7,8-di-O-isopropylidene-3-deoxy-α(β)-D-manno-2-octulosonate in an excellent yield.
