Design,Synthesis and Late-Stage Modification of Indane-Based Peptides via [2+2+2] Cyclotrimerization |
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Authors: | Prof. Dr. Sambasivarao Kotha Naveen Kumar Gupta Dr. Gaddamedi Sreevani Dr. Nageswara Rao Panguluri |
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Affiliation: | Department of Chemistryme 5, Indian Institute of Technology, Bombay, Powai, 400 076 Mumbai, India |
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Abstract: | Here, we prepared several dipeptides containing 2-aminoindane-2-carboxylic acid (Aic) and carried out further synthetic transformations. Synthesis and purification of modified peptides by using [2+2+2] cyclotrimerization is a challenging task. We are able to modify the unusual amino acids and peptide derivatives by late-stage incorporation of benzylhalo functionality. To incorporate benzylhalo moiety we used [2+2+2] cyclotrimerization in the presence of Mo(CO)6. These halo derivatives are potential substrates for further modification by Sonogashira reaction, Suzuki–Miyaura cross-coupling, sultine formation, and the Diels–Alder reaction sequence. |
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Keywords: | Indane-based dipepeptide [2+2+2] cyclotrimerization Sonogashira Coupling Diels–Alder reaction Suzuki Coupling |
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