Synthesis of Alternating Depsipeptides with the 4‐Methylthiophenoxycarbonyl Group as Protecting and Activating Group for the Amino Function | Zendy

Kunz Horsi | Zendy; Lorenz Klaus | Zendy

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Synthesis of Alternating Depsipeptides with the 4‐Methylthiophenoxycarbonyl Group as Protecting and Activating Group for the Amino Function

Author(s) -

Kunz Horsi,

Lorenz Klaus

Publication year - 1980

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.198009321

Subject(s) - depsipeptide , protecting group , hydrolysis , group (periodic table) , chemistry , sequence (biology) , stereochemistry , organic chemistry , biochemistry , alkyl

Depsipeptides with alternating amino and hydroxy acid units are obtainable with the aid of the new protecting group p ‐MeSC 6 H 4 OCO (Mtpc) and its oxidation product p ‐Me—SO 2 —C 6 H 4 OCO (Mspc). The Mtpc‐Leu‐Lac‐O t Bu half of the educt is hydrolyzed; the other half oxidized. These products react to give the teradepsipeptide (1) . The reaction sequence is repeatable.

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