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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 17, Number 2
JKCSEZ 17(2)
April 20, 1973 

Synthesis of DL-Aminoalkyl Phosphonic Acids and Their Derivatives (Ⅲ)

DL-Aminoalkyl Phosphonic Acid와 그 유도체들의 합성 (제3보)
Man Khyun Rho, Yong Joon Kim

노만균, 김용균
Curtius reaction을 이용하여 pentanoic acid로부터 DL-1-aminobutylphosphonic acid를 합성하였고, pyruvic acid 로부터 DL-2-carboxyethylphosphonic acid를 합성하였다. 아직 발표된 바 없는 이들의 N-acyl유도체들을 Schotten Bauman방법 등으로 합성하였다. 그 화합물들은 다음과 같다. N-acetyl-DL-1-aminobutylphosphonic acid N-benzoyl-DL-1-aminobutylphosphonic acid N-benzoyl-DL-2-amino-2-carboxyethylphosphonic acid N-p-chlorobenzoyl-DL-2-amino-2-carboxyethylphosphonic acid. 이 유도체들은 원소분석, I·R spectra, ninhydrin test 및 중화당량으로 확인하였다.

DL-1-aminobutylphosphonic acid was synthesized from the pentanoic acid which was prepared from the butyl alcohol, by the modified Curtius reaction. DL-2-amino-2-carboxyethylphosphonic acid was also synthesized from the pyruvic acid was also synthesized from the pyruvic acid. Four previously unreported N-acylated derivatives were prepared according to the modified Schotten-Baumann method. They are as follows; N-acetyl-DL-1-aminobutylphosphonic acid, N-benzoyl-DL-1-aminobutylphosphonic acid, N-benzoyl-DL-2-amino-2-carboxyethylphosphonic acid, N-p-chlorobenzoyl-DL-2-amino-2-carboxyethylphosphonic acid. The products were identified by the methods of elemental analysis, infrared spectra, ninhydrin test and neutralization equivalent.

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