80515-97-5

Upstream product

• 80515-90-8 2-oxo-3a-<3,4-(dimethoxy)phenyl>-2,3,3a,4,5,7a-hexahydroindole 
• 74-88-4 methyl iodide 
• 91-16-7 1,2-dimethoxybenzene 
• 20036-53-7 3-<3,4-(dimethoxy)phenyl>-2-cyclohexen-1-one 
• 2859-78-1 4-Bromoveratrole 
• 20036-55-9 3-<3,4-(dimethoxy)phenyl>-2-cyclohexen-1-ol 
• 80515-91-9 3-<3,4-(dimethoxy)phenyl>-2-cyclohexen-1-yl acetate 
• 80515-92-0 <β-3-<3,4-(dimethoxy)phenyl>cyclohex-2-enyl>acetic acid 
• 80515-95-3 N-hydroxy-2-oxo-3a-<3,4-(dimethoxy)phenyl>-2,3,3a,4,5,7a-hexahydroindole 
• 80515-93-1 <β-<3,4-(dimethoxy)phenyl>cyclohex-2-enyl>acetohydroxamic acid 
• 80515-94-2 12<<1-(3,4-(dimethoxy)phenyl)cyclohex-2-enyl>acetyl>-9,10-dihydro-9,10-dimethyl-10,9-(epoxyimino)anthracene 

Downstream Products

• 6023-73-0 mesembrine 
• 80516-00-3 (3aR^*,6S^*,7aS^*)-octahydro-6-hydroxy-3a-(3,4-dimethoxyphenyl)-1-methylindol-2-one 
• 80515-96-4 C₁₉H₂₅NO₅ 
• 80516-01-4 N-methyl-2-oxo-3a-<3,4-(dimethoxy)phenyl>-6-acetoxy-2,3,3a,4,5,6,7,7a-octahydroindole 
• 21104-34-7 N-methyl-3a-<3,4-(dimethoxy)phenyl>-2,3,3a,4,5,6,7,7a-octahydroindole-2,6-dione 
• 80516-06-9 N-methyl-2-oxo-3a-<3,4-(dimethoxy)phenyl>-6-(benzoyloxy)-2,3,3a,4,5,6,7,7a-octahydroindole 
• 80515-98-6 N-methyl-2-oxo-3a-<3,4-(dimethoxy)phenyl>-6-hydroxy-7-bromo-2,3,3a,4,5,6,7,7a-octahydroindole 

Relevant academic research and scientific papers

A New Synthesis of Pyrazolopyrimidines from Acetylenic β-Diketones

2-Aryl-2-phenylpyrazolopyrimidine-7(6H)-thiones have been synthesized by the reaction of 1,5-diaryl-4-pentyne-1,3-diones with thiosemicarbazide and their reactions were studied.The pyrazolopyrimidinethiones give with certain electrophiles the respective 3-substituted 7-thiones.Their oxidation affords the corresponding disulfide.Moreover, they can be converted to the corresponding pyrazolopyrimidinones on reaction with alkaline hydrogen peroxide.The structure of the above compounds was confirmed from their spectral characteristics.

Alkaloid Synthesis via Intramolecular Ene Reaction. 2. Application to dl-Mesembrine and dl-Dihydromaritidine

The total syntheses of mesembrine (2) and dihydromaritidine (3), alkaloids of the genera Sceletium and Amaryllis (respectively), are decscribed.The key strategy in each case involves the intramolecular ene cyclization of an appropriately constructed acylnitroso olefin, giving cyclic hydroxamic acid ("ene product") 12.Reduction of the hydroxamic acid to the lactam 4 is followed by N-methylation and hydroxylation at position C-6 via bromohydrin 15, introducing the oxygen functionality present in 2.Removal of bromine, oxidation of the alcohol to the keto lactam 13, andreductive removal of the lactam carbonyl gave racemic mesembrine.Removal of bromine from bromohydrin 20, obtained from lactam 4, followed by reduction with lithium aluminum hydride and Pictet-Spengler cyclization gave dihydromaritidine (3).