498-46-4

Usage

Uses

Used in Pharmaceutical Industry:
(1α,2β,4β,5α)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7α-ol is used as an intermediate in the production of Tiotropium Bromide for the pharmaceutical industry. Tiotropium Bromide is a long-acting bronchodilator that helps in treating chronic obstructive pulmonary disease (COPD) and other respiratory conditions by relaxing the muscles in the airways and improving breathing.
Used in Chemical Synthesis:
(1α,2β,4β,5α)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7α-ol can be used as a starting material or a building block in the synthesis of other complex organic compounds. Its unique molecular structure and functional groups make it a valuable component in the development of new pharmaceuticals, agrochemicals, or other specialty chemicals.
Used in Research and Development:
As a derivative of Scopine, (1α,2β,4β,5α)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7α-ol can be utilized in research and development for understanding its chemical properties, reactivity, and potential applications in various fields. Researchers can explore its use in the synthesis of novel compounds, study its interactions with biological systems, or investigate its potential as a therapeutic agent.

Upstream product

• 498-47-5 6exo,7exo-epoxy-tropan-3-one 
• 132622-34-5 pseudoscopine benzyl ether 
• 182211-65-0 pseudoscopine t-butyldimethylsilyl ether 
• 182211-64-9 N-benzyloxycarbonyl-3β-<(t-butyldimethylsilyl)oxy>-6β,7β-epoxy-8-azabicyclo<3.2.1>octane 
• 115522-57-1 1β-acetoxy-4β-chloro-6α-(benzyloxy)-2-cycloheptene 
• 115522-45-7 1β-acetoxy-4α-(p-toluenesulfonamido)-6α-(benzyloxy)-2-cycloheptene 
• 132622-35-6 1β-((tert-butyldimethylsilyl)oxy)-4α-(p-toluenesulfonamido)-6α-(benzyloxy)-2-cycloheptene 
• 132622-38-9 1β-(mesyloxy)-4α-(p-toluenesulfonamido)-2,3-epoxy-6α-(benzyloxy)cycloheptane 
• 132622-36-7 1β-((tert-butyldimethylsilyl)oxy)-4α-(p-toluenesulfonamido)-2,3-epoxy-6α-(benzyloxy)cycloheptane 
• 132622-33-4 3α-(benzyloxy)-6α,7α-epoxy-8-(p-toluenesulfonamido)-1α-azabicyclo<3.2.1>octane 
• 132622-37-8 1β-hydroxy-4α-(p-toluenesulfonamido)-2,3-epoxy-6α-(benzyloxy)cycloheptane 
• 132622-30-1 1β-hydroxy-4α-(p-toluenesulfonamido)-6α-(benzyloxy)-2-cycloheptene 
• 115522-58-2 6-(benzyloxy)-1,3-cycloheptadiene 
• 1121-63-7 cyclohepta-3,5-dien-1-ol 

Downstream Products

• 100-83-4 meta-hydroxybenzaldehyde 
• 50-00-0 formaldehyd 
• 74-89-5 methylamine 

Relevant academic research and scientific papers

Total synthesis of scopine, pseudoscopine, and nor-derivatives

Scopine and pseudoscopine have been synthesised from cyclohepta-3,5-dienol; the initial 1,4-functionalisation of the diene is based on a nitroso- cycloaddition. The use of the N-benzyloxycarbonyl group throughout the scheme allows ultimate reductive deprotection to yield N-methyl or novel NH (nor-) derivatives without damage to the exo-epoxide of the title compounds. Preliminary investigation of nitroso- cycloaddition to 5,6-epoxycyclohepta-1,3-diene is described.

Exo- and Endo-6-Hydroxy- and 6,7-Epoxytropanes; Total Synthesis of Scopine, Pseudoscopine, and Nor- Derivatives

Novel endo- 6,7-epoxy-8-azabicyclooctane derivatives and the corresponding exo-analogues have been synthesised and show substantially different reactivity; the resistance of the exo-epoxides to ring opening during hydride reduction and catalytic hydrogenolysis is exploited in a total synthesis of scopine, pseudoscopine, and nor- derivatives.

Stereocontrolled Epoxidations of Cycloheptene Derivatives in the Palladium-Catalyzed Route to Tropane Alkaloids. Total Syntheses of Scopine and Pseudoscopine

Stereoselective total syntheses of the tropane alkaloids scopine (1) and pseudoscopine (3) have been developed via the chloroacetoxylation approach.Palladium-catalyzed 1,4-chloroacetoxylation of diene 6 afforded the key intermediate 7.Subsequent substitution of the allylic chloride by TsNH- with either retention (Pd(0) catalysis) or inversion (SN2) of configuration gave 10 and 16, respectively.The epoxy oxygen was introduced syn to the nitrogen function prior to cyclization by utilizing the syn-directive effect of the allylic sulfonamido group in the epoxidation.Cyclization of the epoxides 12 and 21, followed by replacement of the tosyl group by a methyl group and subsequent debenzylation, afforded the title compounds 1 and 3, respectively.