Diphenyl [(S)-1-phenylpropanamido]phosphate

Abstract

The title compound, C21H22NO3P, was synthesized from the reaction of (C6H5O)2P(O)(Cl) and S-1-phenylpropylamine (1:2 mole ratio) at 273 K, followed by removal of the S-1-phenylpropylamine hydrochloride by-product by dissolving in H2O. The P atom is located in a distorted tetrahedral environment. The bond angles at the P atom vary from 99.51 (12) to 116.68 (12)°. The sp2 character of the N atom is reflected by the C—N—P angle [120.9 (2)°]. The P=O group and the N—H unit adopt an anti orientation with respect to one another. In the crystal, adjacent molecules are linked via N—H...O(P) hydrogen bonds into a one-dimensional arrangement running parallel to the a axis.