N-Carbethoxy-4-tropinone

Base Information

• Chemical Name: N-Carbethoxy-4-tropinone
• CAS No.: 32499-64-2
• Molecular Formula: C10H15NO3
• Molecular Weight: 197.234
• Hs Code.: 29399990
• Mol file: 32499-64-2.mol

Synonyms:1aH,5aH-Nortropane-8-carboxylic acid, 3-oxo-, ethyl ester(8CI);8-Nortropanecarboxylic acid, 3-oxo-, ethyl ester (7CI);3-Oxo-8-azabicyclo[3.2.1]octane-8-carboxylic acid ethyl ester;8-Ethoxycarbonyl-8-azabicyclo[3.2.1]octan-3-one;Ethyl3-oxo-8-azabicyclo[3.2.1]octane-8-carboxylate;Ethyl8-aza-3-oxobicyclo[3.2.1]octane-8-carboxylate;N-(Ethoxycarbonyl)nortropinone;N-Carbethoxynortropinone;

Chemical Property of N-Carbethoxy-4-tropinone

Chemical Property:

• Appearance/Colour: clear slightly yellow to light brown liquid
• Vapor Pressure: 0.00057mmHg at 25°C
• Melting Point: 0oC
• Refractive Index: 1.4876-1.4896
• Boiling Point: 152-153°C 11mm，311.3 °C at 760 mmHg
• Flash Point: 142.1 °C
• PSA: 46.61000
• Density: 1.198 g/cm³
• LogP: 1.27670
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

N-Carbethoxy-4-tropinone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-Carbethoxy-4-tropinone

There total 1 articles about N-Carbethoxy-4-tropinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 45.0%

ethyl 3-endo-3-(phenylthiooxy)-8-azabicyclo[3.3.1]octane-8-carboxylate (235092-07-6) → N-carbethoxytropinone (32499-64-2) + ethyl 3-endo-3-hydroxy-8-azabicyclo[3.3.1]octane-8-carboxylate (30833-12-6) + ethyl (1RS,3RS,5SR,6RS)-3-hydroxy-6-phenylthio-8-azabicyclo[3.3.1]octane-8-carboxylate

Guidance literature:

With bis(tri-n-butyltin); In benzene; for 1.5h; UV-irradiation;

DOI:10.1002/hlca.200390258

Reference yield: 57.0%

N-carbethoxytropinone (32499-64-2) + 1.4-dibromobenzene (106-37-6) → endo-8-ethoxycarbonyl-3-(4-bromophenyl)-8-azabicyclo[3.2.1]octan-3-ol (1065219-91-1)

Guidance literature:

1.4-dibromobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

N-carbethoxytropinone; In tetrahydrofuran; hexane; at -78 ℃; for 1h; stereoselective reaction;

DOI:10.1021/jm800532x

Reference yield: 50.0%

N-carbethoxytropinone (32499-64-2) + p-trifluoromethylphenyl bromide (402-43-7) → 8-ethoxycarbonyl-3β-(4-trifluoromethylphenyl)-3α-hydroxy-8-azabicyclo[3.2.1]octane (1204302-62-4)

Guidance literature:

p-trifluoromethylphenyl bromide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;

N-carbethoxytropinone; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmcl.2009.10.087

upstream raw materials:

ethyl 3-endo-3-(phenylthiooxy)-8-azabicyclo[3.3.1]octane-8-carboxylate

Downstream raw materials:

8-ethoxycarbonyl-3β-(4-chlorophenyl)-3α-hydroxy-8-azabicyclo[3.2.1]octane

nortropinone

3-(4-methoxycarbonyl-benzylidene)-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid ethyl ester

C₁₆H₁₆F₂N₂O₂