On March 31, 1990, Poncet, Joel; Jouin, Patrick; Castro, Bertrand; Nicolas, Louisette; Boutar, Mohamed; Gaudemer, Alain published an article.Application In Synthesis of (S)-5-tert-Butyl 1-methyl 2-aminopentanedioate The title of the article was Tetramic acid chemistry. Part 1. Reinvestigation of racemization during the synthesis of tetramic acids via Dieckmann cyclization. And the article contained the following:
Epimerization during the synthesis of tetramic acids by Dieckmann cyclization of chiral N-acyl-α-amino esters was investigated. In the case of the isoleucine derivative, the extent of epimerization was directly evaluated by 1H-NMR anal. of the 3-acylated tetramic acids I (R = Me) and its (5R)-isomer and I (R = OMe). A chem. correlation was carried out in the case of the 5-benzyl derivative II. The moderate overall yield and the partial epimerization at position C-5 limit the usefulness of this approach for tetramic acid preparation The experimental process involved the reaction of (S)-5-tert-Butyl 1-methyl 2-aminopentanedioate(cas: 53838-27-0).Application In Synthesis of (S)-5-tert-Butyl 1-methyl 2-aminopentanedioate
The Article related to dieckmann acylamino ester racemization, tetramate racemization, Biomolecules and Their Synthetic Analogs: General and other aspects.Application In Synthesis of (S)-5-tert-Butyl 1-methyl 2-aminopentanedioate
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics