71294-64-9

Upstream product

• 123-75-1 pyrrolidine 
• 141-97-9 ethyl acetoacetate 
• 5724-81-2 1-pyrroline 
• 541-50-4 2-acetoacetic acid 
• 333-93-7 putrescine dihydrochloride 

Downstream Products

• 79659-72-6 1-{1-[(E)-2-(4-Methoxy-phenyl)-vinyl]-pyrrolidin-2-yl}-propan-2-one 
• 26294-41-7 4-[7-methyl-1,2,3,5,8,8a-hexahydroindolizin-6-yl]phenol 
• 29079-30-9 6-(4-methoxyphenyl)-7-methyl-1,2,3,5,8,8a-hexahydroindolizine 

Relevant academic research and scientific papers

Biomimetic synthesis of 2-substituted N-heterocycle alkaloids by one-pot hydrolysis, transamination and decarboxylative Mannich reaction

Heterocycles based on piperidine and pyrrolidine are key moieties in natural products and pharmaceutically active molecules. A novel multi-enzymatic approach based on the combination of a lipase with an α,ω-diamine transaminase is reported, opening up the synthesis, isolation and characterisation of a broad range of 2-substituted N-heterocycle alkaloids.

ALKALOIDS OF SOME EUROPEAN AND MACARONESIAN SEDOIDEAE AND SEMPERVIVOIDEAE (CRASSULACEAE)

Some 22 pyrrolidine and piperidine alkaloids were detected in the leafy parts of Sedum acre, S. aetnense, S. anglicum, S. brissemoreti, S. farinosum, S. fusiforme, S. lancerottense, S. melanantherum, and S. nudum.In addition to the alkaloids known from S. acre, 1-(2-pyrrolidyl)-propan-2-one and 2-monosubstituted piperidine alkaloids bearing butan-2-one, butan-2-ol, pentan-2-one and pentan-2-ol sidechains were identified.Phenylethylamine was isolated from the vegetative parts of S. album.In S. lydium, S. meyeri-johannis, and 16 species of S. series Rupestria, Aeonium, Greenovia, Jovibarba and Sempervivum no alkaloids could be detected.The results indicate a correlation between the presence of alkaloids and the major evolutionary trends in the European and Macaronesian Crassulaceae. Key Word Index: Sedum; Aeonium; Greenovia; Jovibarba; Sempervivum; Crassulaceae; pyrrolidine and piperidine alkaloids; chemotaxonomy; evolution.

SYNTHESIS OF THE ALKALOIDS JULANDINE AND IPALBIDINE - USE OF SILICON (IV) CHLORIDE

Titanium (IV) chloride and silicon (IV) chloride with high oxygen affinity are the best Lewis acid catalysts, of a number tested, for cyclisation of an enamine-ketone (1) leading to the alkaloid, julandine (2); cyclisation of (6) in methanol solution without catalyst yields O-methylipalbidine (7).