Synthesis of Optically Active 1-Aminoalkylphosphonic Acids

光學 活性을 갖는 1-Aminoalkylphosphonic Acid 의 合成

An efficient asymmetric synthesis of (+)-1-aminoalkyphosphonic acids is achieved by alkylation of Schiff base, prepared from diethylaminomethylphosphonate and (S)-(-)-2-hydroxypinan-3-one as a chiral reagent, and a new method of column chromatographic resolution of (${\pm}$)-1-aminobenzylphosphonic acid via its Schiff base with (S)-(-)-2-hydroxypinan-3-one is described.

Diethylaminomethylphosphonate와 chiral 시약인 (S)-(-)-2-hydroxypinan-3-one으로부터 만든 Schiff염기를 알킬화하여 광학 활성을 갖는 (+)-1-aminoalkyphosphonic acid를 합성하였으며, (S)-(-)-2-hydroxypinan-3-one을 광학 분할제로 사용하여 만든 diethylaminomethylphosphonate의 Schiff염기로부터 관 크로마토그래피 방법으로 (${\pm}$)-1-aminobenzylphosphonic acid를 광학분할하였다.