SYNTHESIS OF ARTIFICIAL RECEPTOR OF ORGAN IC ANION

The optically active(2R,8R)-bis hydroxymethyl)-1,5,9-triazabicyclo[4.4 .0]dec-9-ene has been synthesized from D-asparaginate with a total yie ld of 25, 4%. In the synthesis, the key intermediate is a thiourea der ivative from reduction and coupling of the starting materials and the key reaction is it's methylation and double SN reaction to form bicycl ic skeleton, Amino and hydroxy are protected by tosyl and silyl groups which can be cleaved under very mild conditions respectively, The tar get molecule is a useful intermediate in the construction of chiral an d selective receptors of organic anions.