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Synthesis of bis-armed amino acid derivatives via the alkylation of ethyl isocyanoacetate and the Suzuki–Miyaura cross-coupling reaction

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Summary.

Two synthetic routes to bis-armed-α-amino acid derivatives are described. The first route involves alkylation of dibromo derivatives with ethyl isocyanoacetate under phase-transfer catalysis (PTC) conditions. The second route uses a palladium-mediated Suzuki–Miyaura cross-coupling reaction between a DL-4-boronophenylalanine derivative and aromatic diiodo (or dibromo) compounds.

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Authors and Affiliations

  1. Department of Chemistry, Indian Institute of Technology-Bombay, Powai, Mumbai, India

    S. Kotha, V. R. Shah, S. Halder, R. Vinodkumar & K. Lahiri

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  1. S. Kotha
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  2. V. R. Shah
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  3. S. Halder
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  4. R. Vinodkumar
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  5. K. Lahiri
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Kotha, S., Shah, V., Halder, S. et al. Synthesis of bis-armed amino acid derivatives via the alkylation of ethyl isocyanoacetate and the Suzuki–Miyaura cross-coupling reaction. Amino Acids 32, 387–394 (2007). https://doi.org/10.1007/s00726-006-0402-2

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