Preparation of Acyclic and Cyclic Phosphoric Triamides and Diamido Esters

Huijie Wan; Tomasz A. Modro

doi:10.1055/s-1996-4364

Synthesis 1996; 1996(10): 1227-1231
DOI: 10.1055/s-1996-4364

paper

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Preparation of Acyclic and Cyclic Phosphoric Triamides and Diamido Esters

Huijie Wan, Tomasz A. Modro^*

^*Centre for Heteroatom Chemistry, Department of Chemistry, University of Pretoria, Pretoria 0002, South Africa, Fax +27(12)432863; E-mail tamodro@scientia.up.ac.za

Abstract

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Using phosphoryl chloride as a substrate, a series of N-bis(2-chloroethyl)phosphoric triamides (and diamido esters) was prepared. These acyclic products were cyclized to the 1,3,2-diazaphospholidine derivatives, which, in turn, could be cyclized again to the phosphotriamidate products of the 2,8-disubstituted 1-oxo-2,5,8-triaza-1-phosphabicyclo[3.3.0]octane system.

substitution at phosphorus - cyclization of N-phosphorylated mustards - phosphoric diamides and triamides - 1-oxo-2,5,8-triaza-1-phosphabicyclo[3.3.0]octane system - ³¹P NMR chemical shifts in phoshoramidates

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