N-METHYL-N-PHENYL-5-OXA-1-AZASPIRO[2.5]OCT-1-EN-2-AMINE - SYNTHESIS AND REACTIONS OF A SYNTHON FOR AN UNKNOWN alpha-AMINO ACID

[摘要]：The synthesis of the heterospirocyclic amino azirine N-methyl-N-phenyl-5-oxa-1-azaspiro[2.5]oct-1-en-2-amine (6a) was achieved from 3,4-dihydro-2H-pyrane (7) via N-methyl-N-phenyltetrahydropyran-3-thiocarboxamide (11). The reactions of 6a with thiobenzoic acid and Z-Phe-OH, respectively, leading to the corresponding 3-benzoylaminotetrahydropyran-3-thiocarboxamide (13) and the diastereoisomeric dipeptide amides (14), respectively, demonstrate that 6a is a valuable synthon for the hitherto unknown 3-aminotetrahydropyrane-3-carboxylic acid. The structure of 13 was established by X-Ray crystallography.

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