Enantioselective synthesis and antiproliferative properties of an ilmofosine analog, 2'-(trimethylammonio) ethyl 3-(hexadecyloxy)-2-(methoxymethyl) propyl phosphate, …
…, KC Reddy, P Samadder, G Arthur
Index: Bittman; Byun; Reddy; Samadder; Arthur Journal of Medicinal Chemistry, 1997 , vol. 40, # 9 p. 1391 - 1395
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Citation Number: 16
Abstract
An asymmetric synthesis of the 1-alkyloxy analog of the thioether phosphocholine ilmofosine (BM 41.440, rac-1), 2'-(trimethylammonio) ethyl 3-(hexadecyloxy)-2-(methoxymethyl) propyl phosphate (2), is described. Stereoselectivity was obtained in an asymmetric hydroboration- oxidation sequence carried out on a 2, 2-disubstituted 1-alkene, 3-(hexadecyloxy)-2- (methoxymethyl)-1-propene (9), which was prepared by starting with either ethyl acrylate ...
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