Synthesis of B-(sec-Amino)alanines
キーワード:
ethyl hydrogen aminomalonate,
1-piperidinemethanol,
Mannich reaction,
hydrolysis,
mechanism,
diethyl formamidomalonate
1998 年 46 巻 1 号 p. 142-144
詳細
1998 年 46 巻 1 号 p. 142-144
Preparation of β-(sec-amino)alanines (3) by acid hydrolysis of diethyl (sec-aminomethyl)formamidomalonates (2) was studied. Although high reaction temperature resulted in low yield, low reaction temperature (below 30°C) gave good to excellent yields. The hydrolysis of diethyl formamido(piperidinomethyl)malonate (2a) was followed by 1H-NMR, and a plausible mechanism involving the condensation of ethyl hydrogen aminomalonate (7) with 1-piperidinemethanol (5) is proposed.
