B. Das, G. Kabalka, R. Srivastava
Dec 8, 2000
Citations
0
Influential Citations
28
Citations
Journal
Journal of Organometallic Chemistry
Abstract
Abstract A water soluble boronated amino acid containing a cascade polyol, 1-amino-3-[2-(7-{3-[2-(2-hydroxymethyl-ethoxy)-1-(2-hydroxy-1-hydroxymethyl-ethoxymethyl)ethoxy]propyl}-1,7-di-carba- closo -dodecaboran-1-yl)ethyl]cyclobutanecarboxylic acid, has been developed. The key step in the synthesis is the alkylation of 3-[2-(1,7-dicarba- closo -dodecarboran-1-yl)ethyl]cyclobutanone hemithioketal with toluene-4-sulfonic acid 3-[2-(2-benzyloxy-1-benzyloxymethyl-ethoxy)-1-(2-benzyloxy-1-benzyloxymethyl-ethoxymethyl)ethoxy]propyl ester which gave the required precursor ketone which was then converted to the title amino acid via a Bucherer–Strecker synthesis followed by hydrogenolysis to remove the benzyl protecting groups.