L-Tyrosine ethyl ester → HCID 12136556, compound

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Reaction Steps

It is also possible according to the present invention to employ a non-proteinogenic amino acid as a nucleophile. Mal-Tyr-OEt, an electrophile, and Orn-OEt.2HCl, a nucleophile, were reacted using α-CT as a catalyst. After a reaction time of 20 minutes, the solution was concentrated, the enzyme was separated off by ultrafiltration with a membrane with MWCO 10,000, and the dissolved fraction was lyophilized. Both Mal-Tyr-Orn and the Orn delta-lactam cyclization product were isolated by preparative HPLC and identified by 1H-NMR. The combined yield of the two products (about 1:1) was about 45-50%.

Provenance & Evidence