tert-Butyl 3-[N-(tert-butoxycarbonyl)methylamino]-4-methoxyimino-3-methylpiperidine-1-carboxylate
نویسندگان
چکیده
The title compound, C(18)H(33)N(3)O(5), was prepared from N-tert-butoxy-carbonyl-4-piperidone using a nine-step reaction, including condensation, methyl-ation, oximation, hydrolysis, esterification, ammonolysis, Hoffmann degradation, tert-butoxy-carbonyl protection and methyl-ation. The E configuration of the methyl-oxime geometry of the compound is confirmed.
منابع مشابه
tert-Butyl 3-carbamoyl-4-methoxyimino-3-methylpiperidine-1-carboxylate
In the title compound, C(13)H(23)N(3)O(4), the piperidine ring adopts a chair conformation. An intra-molecular N-H⋯O hydrogen bond is observed between the carbamoyl and carboxyl-ate groups. In the crystal structure, mol-ecules form inversion dimers linked by pairs of N-H⋯O hydrogen bonds.
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The title compound, C(13)H(23)N(3)O(4), was prepared starting from ethyl N-benzyl-3-oxopiperidine-4-carboxyl-ate through a nine-step reaction, including hydrogenation, Boc (tert-butoxy-carbon-yl) protection, methyl-ation, oximation, hydrolysis, esterification and ammonolysis. In the crystal structure, mol-ecules are linked by inter-molecular N-H⋯O hydrogen bonds to form a porous three-dimension...
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The reaction of (E)-tert-butyl 4-[3-(dimethyl-amino)acrylo-yl]piperidine-1-carboxyl-ate with methyl-hydrazine leads to the formation of the title compound, C(14)H(23)N(3)O(2), with a 1-methyl-1H-pyrazol-5-yl substituent. The plane of the pyrazole ring forms a dihedral angle of 33.4 (1)° with the approximate mirror plane of the piperidine ring.
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The title compound, C(10)H(15)NO(4), also known as N-tert-butyl-oxycarbonyl-allohydr-oxy-l-proline lactone, is quite similar to N-acetyl-allohydr-oxy-l-proline lactone [Lenstra, Petit & Geise (1979 ▶). Cryst. Struct. Commun. 8, 1023-1029], whereby both carbonyl groups point roughly in the same direction because of the trans conformation of the peptide bond.
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In the crystal structure of the title compound, C(9)H(12)N(2)O(3), weak inter-molecular C-H⋯O hydrogen bonds link the mol-ecules into chains. Further weak C-H⋯O hydrogen bonds together with π-π inter-actions [centroid-centroid distance = 3.672 (4) Å] between neighbouring chains lead to a double-chain structure propagating in [100].
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