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Azimic acid

Stereoselective total syntheses of (-)-deoxoprosopinine (20) and (-)-deoxoprosophylline (21), derived respectively from the natural bases prosopinine and prosophylline, have been described the route adopted should be applicable to other related piperidine bases.20 Prosafrinine (22), a piperidine alkaloid of Prosopis africana, has been synthesized stereoselectively, along with pseudocar-pamic acid (23), as racemic varieties.21 Additional stereoselective syntheses of ( )-carpamic and ( )-azimic acids have been described.22... [Pg.32]

A five-step synthesis of ( )-azimic acid (32), the acidic moiety of the carpaine-Iike alkaloid azimine (33), has been reported, starting with ethyl 5-bromo-pentanoate (Scheme 5).27... [Pg.43]

Azimine (66) from the leaves of Azima tetracantha on hydrolysis provides (+)-azimic acid (55,R=H n=5), a total stereospecific synthesis of this compound, and also of (+)-carpamic acid, from (+)-glucose has been described (S. Hanessian and R. Frenette, Tetrahedron Letters, 1979, 3391). [Pg.186]

Azimic acid (218) was synthesized in eleven steps from (25,65)-6-hydroxy-2-methyl-N-tosyl-A -piperidone-3 [497], (+)-Carpamic acid (219), along with 218, was synthesized using the same approach as for spicigerine methyl ester, 214 and 217, in which a Ni (II) catalyzed reaction is used to attach the side chain to a bromopyridine [495]. [Pg.251]

Calystegia sepium (calystegines), 357 Carica papaya (azimic acid), 164 Carica papaya (azimine), 164 Carica papaya (carpaine), 164 Carica papaya (carpamic acid), 164 Cassia species (cassine), 163,164, 174 Cassia species (iso-6-cassine), 163,164, 174... [Pg.424]

The aza-Achmatowicz oxidation of (2-furylcarbinyl)amines continues to be a valuable method for the preparation of highly-substituted piperidines. The methoxy group in 150, prepared as shown in Scheme 61, underwent displacement reactions to provide useful carbon substituents, for example as a route to racemic azimic acid 151 <040L4029>. Treatment of 152 with mCPBA/DCM gave 153, presumably with maintenance of chiral integrity <04JOC2892>. [Pg.289]

SCHEME 14 Synthesis of racemic-azimic acid (rac-11) from acetyl furan. [Pg.364]

Azcarpine, K20 Azetidines, A19 Azides, Al, All Azimic acid, K20 Azimine, K20... [Pg.302]

See other pages where Azimic acid is mentioned: [Pg.35]    [Pg.45]    [Pg.293]    [Pg.153]    [Pg.153]    [Pg.158]    [Pg.224]    [Pg.251]    [Pg.164]    [Pg.164]    [Pg.164]    [Pg.165]    [Pg.462]    [Pg.117]    [Pg.354]    [Pg.354]    [Pg.363]    [Pg.158]   
See also in sourсe #XX -- [ Pg.224 , Pg.251 ]

See also in sourсe #XX -- [ Pg.164 , Pg.165 ]

See also in sourсe #XX -- [ Pg.289 ]

See also in sourсe #XX -- [ Pg.30 ]



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