Stereoselective Preparation of (<i>4S</i>)-1-Methyl-4-propyl-L-proline Commencing from (<i>cis</i>)-4-Hydroxy-L-proline

Stereoselective Preparation of (<i>4S</i>)-1-Methyl-4-propyl-L-proline Commencing from (<i>cis</i>)-4-Hydroxy-L-proline

We present a recipe for the stereoselective conversion of commercial (<i>cis</i>)-4-hydroxy-L-proline into (<i>4S</i>)-1-methyl-4-propyl-L-proline, an analog of the amino acid fragment found in the clinically used antibacterial antibiotic lincomycin. The single-crystal X-ray...

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Bibliographic Details
Main Authors: Gour Hari Mandal, Shifali Choudhary, Steven P. Kelley, Shyam Sathyamoorthi
Format: Article
Language:English
Published: MDPI AG 2025-05-01
Series:Molbank
Subjects:
amino acids
antibiotic analogs
stereoselective synthesis
Online Access:https://www.mdpi.com/1422-8599/2025/2/M2003
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Summary:We present a recipe for the stereoselective conversion of commercial (<i>cis</i>)-4-hydroxy-L-proline into (<i>4S</i>)-1-methyl-4-propyl-L-proline, an analog of the amino acid fragment found in the clinically used antibacterial antibiotic lincomycin. The single-crystal X-ray diffraction analysis of the final target’s hydrochloride salt confirms its identity and absolute stereochemistry.
ISSN:1422-8599

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