Publication: Synthesis of conformationally restricted cyclic hexadepsipeptides via direct amide cyclization
Synthesis of conformationally restricted cyclic hexadepsipeptides via direct amide cyclization
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Koch, K. N., & Heimgartner, H. (2000). Synthesis of conformationally restricted cyclic hexadepsipeptides via direct amide cyclization. Helvetica Chimica Acta, 83, 1881–1900. https://doi.org/10.1002/1522-2675(20000809)83:8<1881::AID-HLCA1881>3.0.CO;2-G
Abstract
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Abstract
Ring closure by direct amide cyclization was used in the synthesis of 19-membered cyclic depsipeptides 27 (Schemes1 and 3). The linear hexapeptide precursors 4, containing the beta-hydroxy acid 3-hydroxy-2-phenylpropanoic acid (Tro), and five alpha-amino acids of the type Aib, Gly, and Pro, were prepared according to Scheme 2. The alpha,alpha-disubstituted alpha-amino acid Aib was incorporated into the peptide chain via the azirine/oxazolone method, and Gly and Pro were introduced by using the TBTU/HOBt coupling method. The cyclic dep
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- Koch, Kristian N
- Heimgartner, Heinz
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Koch, K. N., & Heimgartner, H. (2000). Synthesis of conformationally restricted cyclic hexadepsipeptides via direct amide cyclization. Helvetica Chimica Acta, 83, 1881–1900. https://doi.org/10.1002/1522-2675(20000809)83:8<1881::AID-HLCA1881>3.0.CO;2-G
