1058227-26-1Relevant articles and documents
A concise and first synthesis of α-aminophosphinates with two stereogenic atoms leading to optically pure α-amino-H-phosphinic acids
Zhang, Dehui,Yuan, Chengye
supporting information; experimental part, p. 6049 - 6052 (2009/05/30)
A highly stereoselective synthesis of ω-aminophosphinates by nucleophilic attack of ethyl diethoxymethylphosphinate to Ellman's N-(tert-butanesulfinyl) ketimines by using Rb2CO3 as a base at room temperature was reported. In the first set of experiments, (S)-(tert-butane-sulfinyl)methyl (p-bromo)phenylketimine (1j) was used as the model compound to study its reaction with ethyl diethoxymethyl-phosphinate. Ethyl diethoxymethyiphosphinate and Rb2CO3 in CH 2Cl2 were placed in a 20 ml, Schienk flask and (5)-N-tert-butanesulfinylketimines 1 were then added at room temperature. The mixture was then stirred for 3-4 d, while being carefully monitored by TLC. The H NMR analysis showed that they have minor differences with shifts at 3.5 and 4.2 ppm, which can be assigned to the diethoxymethyl and the ethoxyl groups of the products.