EP0180276A1 — Dioxaphosphorinanes, their preparation and use for resolving optically active compounds

USPTO Abstract

New dioxcaphosphorinanes having the formula: in which: M denotes a hydrogen atom or a metal or ammonium ion, R1 and R2 denote a hydrogen atom, a halogen atom, an alkyl group having 1 up to 4 carbon atoms, an alkoxy group having 1 up to 4 carbon atoms, a nitro group or together denote a methylene dioxy group and R3 and R4 denote hydrogen atom, a halogen atom, an alkyl group having 1 up to 4 carbon atoms or together denote a cyclohexyl group, one at most of the groups R3 and R4 denoting a hydrogen atom. A process for the preparation of these dioxaphosphorinanes from a substituted 1-phenyl-1,3-dihydroxypropane by reacting this product with phosphoryl choride, the resolution of the dioxaphosphorinanes in optical isomers by reacting with an optically active amino compound and the resolution of racemates of a plurality of amino compounds, such as hydroxyphenylglycine and phenylalanine, in optically active isomers by reacting with said dioxaphosphorinanes are described.