108437-95-2Relevant academic research and scientific papers
ASYMMETRIC SYNTHESIS OF α-AMINO ACIDS BY ALKYLATION OF A GLYCINE AMIDE DERIVATIVE BEARING CHIRAL 2,5-DISUBSTITUTED PYRROLIDINE AS AN AMINE COMPONENT
Ikegami, Satoru,Hayama, Takashi,Katsuki, Tsutomu,Yamaguchi, Masaru
, p. 3403 - 3406 (1986)
Highly diastereoselective alkylation (=96percent de) of α-lithiated N-N'-bis(methylthio)-methyleneglycyl)-trans-2,5-bis(methoxymethyl)pyrrolidine and subsequent hydrolysis gave α-amino acids of high optical purity.An unusual amino acid (2S,9S)-2-amino-8-oxo-9,10-epoxydecanoic acid was synthesized in its N-protected form as an application of the method.
ASYMMETRIC SYNTHESIS OF α-AMINO ACIDS BY ALKYLATION OF N--2,5-BIS(METHOXYMETHOXYMETHYL)PYRROLIDINE AND ENANTIOSELECTIVE SYNTHESIS OF PROTECTED (2S,9S)-2-AMINO-8-OXO-9,10-EPOXYDECANOIC ACID
Ikegami, Satoru,Uchiyama, Harumi,Hayama, Takashi,Katsuki, Tsutomu,Yamaguchi, Masaru
, p. 5333 - 5342 (2007/10/02)
Highly diastereoselective alkylation (>=96percent de) of α-lithiated N--trans-2,5-bis(methoxymethoxymethyl)pyrrolidine and subsequent hydrolysis gave various α-amino acids of high optical purity.An unusual amino acid (2S,9S)-2-amino-8-oxo-9,10-epoxydecanoic acid was also synthesized enantioselectively in its N-protected form by using the alkylation of the above chiral glycine amide and asymmetric epoxidation as means of introducing C2 and C9 asymmetric centers, respectively.Aldol condensation reaction of the same lithiated glycine amide was also examined.
