Stereoselektive Pudovik-Reaktion von 5,6-Benzo-2//-l-methyl-3- (2’-chlorethyl)-2-oxo-1,3,2λ4-diazaphosphorin-4-on mit einem 3-Thiazolin und MPL-chromatographische Isolierung des Überschußdiastereomers / Stereoselective Pudovik Reaction of 5,6-Benzo-2H-1-methyl-3-(2’-chloroethyl)-2-oxo-1,3,2λ4-diazaphosphorin-4-one with a 3-Thiazoline and MPL-Chromatographical Isolation of the Major Diastereomer

Abstract

The modified Pudovik reaction of 5,6-benzo-2H-1-methyl-3-(2′-chloroethyl)-2-oxo-1,3,2λ4-diazaphosphorin-4-one with a 3-thiazoline furnishing the corresponding 5,6-benzo-2H-1-methyl- 3-(2′-chloroethyl)-2-oxo-2-(3-thiazolidin-4-yl)-1,3,2λ4-diazaphosphorin-4-one 4 and the medium pressure liquid column chromatographical (MPLC) isolation of the major diastereomer is described. The relative stereochemistry at the centres PI and Cl was determined by X-ray structure determ ination of three racemic modifications (a total of seven independent molecules).