Methyl 8-methyl-3-oxo-8-azabicyclo[3.2.1]octane-2-carboxylate

Base Information

• Chemical Name: Methyl 8-methyl-3-oxo-8-azabicyclo[3.2.1]octane-2-carboxylate
• CAS No.: 112574-77-3
• Molecular Formula: C₁₀H₁₅NO₃
• Molecular Weight: 197.234
• Mol file: 112574-77-3.mol

Synonyms:8-Azabicyclo[3.2.1]octane-2-carboxylicacid, 8-methyl-3-oxo-, methyl ester, endo- (9CI);8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 8-methyl-3-oxo-, methyl ester,endo-(?à)-; endo-(?à)-2-(Carbomethoxy)-3-tropinone

Chemical Property of Methyl 8-methyl-3-oxo-8-azabicyclo[3.2.1]octane-2-carboxylate

Chemical Property:

• Boiling Point: 294.1±35.0 °C(Predicted)
• PKA: 10.89±0.20(Predicted)
• PSA: 46.61000
• Density: 1.173±0.06 g/cm3(Predicted)
• LogP: 0.14910

Purity/Quality:

>96% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 8-methyl-3-oxo-8-azabicyclo[3.2.1]octane-2-carboxylate

There total 9 articles about Methyl 8-methyl-3-oxo-8-azabicyclo[3.2.1]octane-2-carboxylate 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: 89.0%

tropinone (532-24-1) + carbonic acid dimethyl ester (616-38-6) → methyl 8-methyl-3-oxo-8-azabicyclo<3.2.1>octan-2-carboxylate (36127-17-0,53955-90-1,85506-18-9,112574-77-3,112652-64-9,145414-58-0,149197-42-2)

Guidance literature:

carbonic acid dimethyl ester; With sodium hydride; In cyclohexane; at 70 ℃; Inert atmosphere;

tropinone; In cyclohexane; Reflux; Inert atmosphere;

Reference yield:

tropinone (532-24-1) + methyl cyanoformate (17640-15-2) → methyl 8-methyl-3-oxo-8-azabicyclo<3.2.1>octan-2-carboxylate (36127-17-0,53955-90-1,85506-18-9,112574-77-3,112652-64-9,145414-58-0,149197-42-2)

Guidance literature:

Yield given. Multistep reaction;

Reference yield:

3-oxopentanedioic acid dimethyl ester (1830-54-2) → methyl 8-methyl-3-oxo-8-azabicyclo<3.2.1>octan-2-carboxylate (36127-17-0,53955-90-1,85506-18-9,112574-77-3,112652-64-9,145414-58-0,149197-42-2)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol. KOH-solution / 0 °C

2: aqueous methanol. NaOH

With potassium hydroxide; sodium hydroxide;

DOI:10.1021/jo01362a022

upstream raw materials:

butanedial

acetone-1,3-dicarboxylic acid mono-methyl ester

methylamine hydrochloride

tropinone

Downstream raw materials:

methyl 8-methyl-8-azabicyclo[3.2.1]oct-2-ene-2-carboxylate

methyl (endo, endo)-3-hydroxy-8-methyl-8-azabicyclo<3.2.1>octan-2-carboxylate

methyl (2-endo, 3-exo)-3-hydroxy-8-methyl-8-azabicyclo<3.2.1>octan-2-carboxylate