141936-99-4

Upstream product

• 141936-96-1 dimethyl (1RS,2RS,3RS,5SR)-3-benzyloxy-1-butyl-8-azabicyclo[3.2.1]octane-2,8-dicarboxylate 
• 141936-95-0 dimethyl (1RS,2RS,3RS,5SR)-1-butyl-3-hydroxy-8-azabicyclo[3.2.1]octane-2,8-dicarboxylate 
• 141936-93-8 (1RS,2RS,5SR)-1-butyl-2,8-dimethoxycarbonyl-8-azabicyclo[3.2.1]octan-3-one 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 

Downstream Products

• 141937-07-7 (4RS,5RS,7SR,10RS)-5-benzyloxy-10-butyl-1-azatricyclo[5.3.0.0^4,10]decan-2-ol 
• 141937-03-3 (4RS,5RS,7SR,10RS)-5-benzyloxy-10-butyl-1-azatricyclo[5.3.0.0^4,10]decan-2-one 
• 141937-06-6 (1RS,2RS,3RS,5SR)-3-benzyloxy-1-butyl-2-methoxycarbonylmethyl-8-azabicyclo[3.2.1]octane 
• 141937-01-1 (1RS,2RS,3RS,5SR)-3-benzyloxy-1-butyl-2-iodomethyl-8-methoxycarbonyl-8-azabicyclo[3.2.1]octane 

Relevant academic research and scientific papers

Synthetic approaches to the polycyclic alkaloid stemofoline

Preliminary studies of a synthetic approach to the alkaloid stemofoline 1 are reported. Stereoselective cyclisation of the ketoester 14 gave the 1-butyl-2,8-bis(methoxycarbonyl)-8-azabicyclo[3.2.1]octane 21 in which the 2-methoxycarbonyl group is in the a

Synthesis of the Tricyclic Nucleus of the Alkaloid Stemofoline: X-Ray Crystal Structure of (4RS,5RS,7SR,10RS)-10-Butyl-5-hydroxy-1-azatricyclo4,10>decan-2-one

The tricyclic lactams 20 and 21 have been synthesized using iminium ion cyclisations and formation of the third ring via halogen metal exchange; oxidation of the lactam 22 using lead(IV) acetate gave the tetracyclic ether 27 regioselectively.