Synthesis of chiral phosphonoacetamides and their toxic effects on paramecium sp

Original Article

JOURNAL 767

Organic Communications

VOLUME & ISSUE

Year: 2015 Issue: 1 January-March

PAGES

p.1 - 8

STATISTICS

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AUTHORS

Samia Guezane Lakoud, Marc Lecouvey, Houria Berrebah and Nour-Eddine Aouf

GRAPHICAL ABSTRACT

ABSTRACT

Three chiral phosphonoacetamides were prepared by an alternative method . For this purpose, 2-(diethoxyphosphoryl)acetic acid was prepared from ethyl 2-bromoacetate by treatment of P(OEt) 3 followed by saponification of the ester with K 2CO 3. BOP activated amidation of the 2-(diethoxyphosphoryl)acetic acid with (S)-amino acids gave the corresponding phosphonoaceteamides. Growth inhibition of two phosphonoacetamides on Paramecium sp. were studied.

KEYWORDS

Paramecium sp
Organophosphorus
Phosphonoacetamide
phosphorylation
coupling reaction