RaceMic endo-7-aza-bicyclo[2.2.1]heptane -2,7-dicarboxylic acid 7-tert-butyl ester 2-ethyl ester hydrochloride

Base Information

• Chemical Name: RaceMic endo-7-aza-bicyclo[2.2.1]heptane -2,7-dicarboxylic acid 7-tert-butyl ester 2-ethyl ester hydrochloride
• CAS No.: 1251009-93-4
• Molecular Formula: C9H15NO2
• Molecular Weight: 169.22
• Mol file: 1251009-93-4.mol

Synonyms:RaceMic endo-7-aza-bicyclo[2.2.1]heptane -2,7-dicarboxylic acid 7-tert-butyl ester 2-ethyl ester hydrochloride;7-Azabicyclo[2.2.1]heptane-2-carboxylic acid ethyl ester hydrochloride;7-Azabicyclo[2.2.1]heptane-2-carboxylic acid ethyl ester

Chemical Property of RaceMic endo-7-aza-bicyclo[2.2.1]heptane -2,7-dicarboxylic acid 7-tert-butyl ester 2-ethyl ester hydrochloride

Chemical Property:

• Boiling Point: 234.1±23.0 °C(Predicted)
• PKA: 9.96±0.40(Predicted)
• PSA: 38.33000
• Density: 1.089±0.06 g/cm3(Predicted)
• LogP: 1.01880

Purity/Quality:

97% ^*data from raw suppliers

Ethyl7-azabicyclo[2.2.1]heptane-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of RaceMic endo-7-aza-bicyclo[2.2.1]heptane -2,7-dicarboxylic acid 7-tert-butyl ester 2-ethyl ester hydrochloride

There total 1 articles about RaceMic endo-7-aza-bicyclo[2.2.1]heptane -2,7-dicarboxylic acid 7-tert-butyl ester 2-ethyl ester hydrochloride 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:

7-benzyl-2-carbethoxy-7-azabicyclo<2.2.1>heptane → (1S,4R)-7-Aza-bicyclo[2.2.1]heptane-2-carboxylic acid ethyl ester (1251009-93-4)

Guidance literature:

With hydrogen; palladium dihydroxide; In ethanol; for 48h; under 2585.74 Torr;

DOI:10.1021/jo9903757

Reference yield:

ethyl 7-azabicyclo[2.2.1]heptane-2-carboxylate (1251009-93-4) → benzyl 2-((5-bromo-1H-indol-1-yl)methyl)-7-azabicyclo[2.2.1]heptane-7-carboxylate

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 0 - 20 °C

2.1: lithium borohydride / tetrahydrofuran / 0 - 60 °C

3.1: triethylamine / dichloromethane / 0 - 20 °C

4.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C

4.2: 12 h / 0 - 20 °C

With lithium borohydride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

ethyl 7-azabicyclo[2.2.1]heptane-2-carboxylate (1251009-93-4) → benzyl 2-((5-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl)-1H-indol-1-yl)methyl)-7-azabicyclo[2.2.1]heptane-7-carboxylate

Guidance literature:

Multi-step reaction with 5 steps

1.1: triethylamine / dichloromethane / 0 - 20 °C

2.1: lithium borohydride / tetrahydrofuran / 0 - 60 °C

3.1: triethylamine / dichloromethane / 0 - 20 °C

4.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C

4.2: 12 h / 0 - 20 °C

5.1: caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide; water / 6 h / 100 °C / Inert atmosphere

With lithium borohydride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydride; caesium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 5.1: |Suzuki Coupling;

Downstream raw materials:

7-(tert-butyloxycarbonyl)-2-endo-carbethoxy-7-azabicyclo<2.2.1>heptane

7-(tert-butyloxycarbonyl)-2-exo-carbethoxy-7-azabicyclo<2.2.1>heptane

(+/-)-epiboxidine