
Tetrahedron p. 8721 - 8736 (1998)
Update date:2022-08-04
Topics:
Lehmann, Juerg
Linden, Anthony
Heimgartner, Heinz
The synthesis of the decaendothiopeptide BOC-Trp-Ile-Ala-Aib-Ile- ValΨ[CSNH]Aib-Leu-Aib-Pro-OMe is described. The introduction of the thioamide group next to the bulky Aib occurred via a variation of the 'azirine/oxazolone method' without epimerisation. The structure of the decaendothiopeptide was established by single-crystal X-ray crystallography, thereby two types of helices could be observed.
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