Polymer-Supported Stereoselective Synthesis of Tetrahydro-2H-oxazolo[3,2-a]pyrazin-5(3H)-ones from N-(2-Oxo-ethyl)-Derivatized Dipeptides via Eastbound Iminiums

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22340%2F13%3A43895073" target="_blank" >RIV/60461373:22340/13:43895073 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1021/co3001567" target="_blank" >http://dx.doi.org/10.1021/co3001567</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/co3001567" target="_blank" >10.1021/co3001567</a>

Result language
angličtina
Original language name
Polymer-Supported Stereoselective Synthesis of Tetrahydro-2H-oxazolo[3,2-a]pyrazin-5(3H)-ones from N-(2-Oxo-ethyl)-Derivatized Dipeptides via Eastbound Iminiums
Original language description
Polymer-supported N-(2-oxo-ethyl)-derivatized Ser/Thr/Cys-containing dipeptides were synthesized and subjected to acid-mediated tandem N-acylium ion cyclization nucleophilic addition to yield tetrahydro-2H-oxazolo-[3,2-a]pyrazin-5(3H)-ones. The reactionconditions and building-block combinations for stereoselective synthesis of the newly formed asymmetric carbon were developed. The synthesis was fay compatible with solid-phase peptide synthesis, and the products serve as conformationally constrained peptidomimetics. The traceless synthesis of bicycles is also reported as part of this work.
Czech name
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Czech description
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Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
FR - Pharmacology and apothecary chemistry
OECD FORD branch
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Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2013
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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