An Asymmetric Synthesis of 3-Aryl-1,4-oxazin-2-ones: Synthesis of a Key Intermediate of an NK1 Receptor Antagonist
| العنوان: | An Asymmetric Synthesis of 3-Aryl-1,4-oxazin-2-ones: Synthesis of a Key Intermediate of an NK1 Receptor Antagonist |
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| المؤلفون: | Paul J. Reider, Edward J. J. Grabowski, Paul N. Devine, Bruce S. Foster |
| المصدر: | ChemInform. 34 |
| بيانات النشر: | Wiley, 2003. |
| سنة النشر: | 2003 |
| مصطلحات موضوعية: | Pharmacology, medicine.drug_class, Stereochemistry, Aryl, Organic Chemistry, Enantioselective synthesis, General Medicine, Receptor antagonist, Pyrrolidine, Coupling reaction, Analytical Chemistry, Catalysis, Adduct, chemistry.chemical_compound, chemistry, medicine, NK1 receptor antagonist |
| الوصف: | Pyrrolidine derived (S)-lactamide auxiliaries mediate a highly diastereoselective coupling reaction between racemic α-halo acids and N-benzylethanolamine. The adducts are readily cyclized upon treatment with a catalytic amount of TsOH giving the above titled compounds in >90% ee. The 4-fluorophenyl substituted oxazinone thus formed is the key intermediate in the synthesis of a potent NK 1 receptor antagonist. |
| تدمد: | 1522-2667 0931-7597 |
| DOI: | 10.1002/chin.200310163 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::7c377f29c2899d9ae5520393dd9509c4 https://doi.org/10.1002/chin.200310163 |
| Rights: | CLOSED |
| رقم الانضمام: | edsair.doi.dedup.....7c377f29c2899d9ae5520393dd9509c4 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15222667 09317597 |
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| DOI: | 10.1002/chin.200310163 |