Frick, Faculty Advisor, Jeffrey

Zhang, Biao

English

Digital Commons @ Illinois Wesleyan University

Illinois Wesleyan UniversityDigital Commons @ IWUJohn Wesley Powell Student ResearchConference 1993, 4th Annual JWP ConferenceMay 8th, 9:30 AM - 4:30 PMSynthesis of trans-4-Methyl-L-ProlineBiao ZhangIllinois Wesleyan UniversityJeffrey Frick, Faculty AdvisorIllinois Wesleyan UniversityFollow this and additional works at: http://digitalcommons.iwu.edu/jwprcThis Event is brought to you for free and open access by The Ames Library, the Andrew W. Mellon Center for Curricular and FacultyDevelopment, the Office of the Provost and the Office of the President. It has been accepted for inclusion in Digital Commons @ IWU bythe faculty at Illinois Wesleyan University. For more information, please contact digitalcommons@iwu.edu.©Copyright is owned by the author of this document.Zhang, Biao and Frick, Faculty Advisor, Jeffrey, "Synthesis of trans-4-Methyl-L-Proline" (1993). John Wesley PowellStudent Research Conference. 2.http://digitalcommons.iwu.edu/jwprc/1993/posters/2SYNTHESIS of trans-4-METHYL-L-PROLINE Biao Zhang, Dept. of Chemistry, IWU, Jeffrey Frick'" In connection with our long term goal of synthesizing enopeptin A, a novel antitumor and antibiotic depsipeptide, we require trans-4-methyl-L-proline as one of the most crucial precursors. Synthesis of 4-methyl-L-proline usually results in a mixture of trans-4- (1) and cis-4-methyl-L-proline (2) isomers. Previous methods do not provide a satisfying synthetic route with high ratio of the trans isomer. Our current research employs trans-4 .. hydroxy .. L-proline (3), a relatively inexpensive and commercially available chemical, as the starting material. We expect to synthesize the target molecule with a net retention of configuration. OH OH OH o o o 1 3 

Synthesis of \u3cem\u3etrans\u3c/em\u3e-4-Methyl-\u3cem\u3eL\u3c/em\u3e-Proline

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Synthesis of \u3cem\u3etrans\u3c/em\u3e-4-Methyl-\u3cem\u3eL\u3c/em\u3e-Proline

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