160187-05-3Relevant academic research and scientific papers
Preparation method of optically active 2-methylproline
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, (2020/06/02)
The invention discloses a preparation method of optically active 2-methylproline. According to the method, 5-hydroxy-2-pentanone (formula 1) is taken as a starting material to be subjected to condensation with a cyaniding reagent; hydrolysis is carried out so as to obtain 2-amino-5-hydroxy-2-methylvaleric acid (formula 2); 2-amino-5-hydroxy-2-methylvaleric acid (formula 2) and a resolving agent are subjected to salifying precipitation, followed by ph regulation and precipitation so as to obtain 2-amino-5-hydroxy-2-methylvaleric acid (formula 4) with optical activity; the compound as shown in formula 4 is protected with an amino protective agent to obtain a compound as shown in formula 5; the compound as shown in formula 5 is chlorinated with a chlorinating reagent while removing an amino protective group to obtain a compound as shown in formula 6; and one-pot cyclization is carried out to obtain the optically active 2-methylproline (formula 7). The preparation method is high in comprehensive yield, low in cost, mild in reaction condition and easy for large-scale production.
Resolution and regioselective protection of glutamic acid analogues. I- Resolution of diastereomeric α-boroxazolidone derivatives
Acher,Azerad
, p. 731 - 744 (2007/10/02)
Diastereomeric α-boroxazolidone γ-phenylethylamide (or γ-phenylethanolamide) derivatives of 2-, 3- or 4-substituted glutamic acid analogues have been separated by silicagel chromatography, resulting, after deprotection, in a practical method for the resolution of most of these unnatural amino acids.
