2-Azabicyclo[2.2.1]heptane-3-carboxylic acid, 2-[(1R)-1-phenylethyl]-, ethyl ester, (1R,3S,4S)-

Base Information

• Chemical Name: 2-Azabicyclo[2.2.1]heptane-3-carboxylic acid, 2-[(1R)-1-phenylethyl]-, ethyl ester, (1R,3S,4S)-
• CAS No.: 192461-70-4
• Molecular Formula: C17H23NO2
• Molecular Weight: 273.375
• Mol file: 192461-70-4.mol

Synonyms:(1R,3S,4S)-2-((R)-1-phenyl-ethyl)-2-aza-bicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester;(1R,3S,4S)-ethyl 2-((R)-1-phenylethyl)-2-azabicyclo[2.2.1]heptane-3-carboxylate;

Chemical Property of 2-Azabicyclo[2.2.1]heptane-3-carboxylic acid, 2-[(1R)-1-phenylethyl]-, ethyl ester, (1R,3S,4S)-

Chemical Property:

• PSA: 29.54000
• LogP: 3.10150

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Azabicyclo[2.2.1]heptane-3-carboxylic acid, 2-[(1R)-1-phenylethyl]-, ethyl ester, (1R,3S,4S)-

There total 6 articles about 2-Azabicyclo[2.2.1]heptane-3-carboxylic acid, 2-[(1R)-1-phenylethyl]-, ethyl ester, (1R,3S,4S)- 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: 100.0%

(1S,3S,4R)-2-((R)-1-phenyl-ethyl)-2-aza-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid ethyl ester (134984-63-7) → ethyl (1R,3S,4S)-2-<(R)-1-phenylethyl>-2-azabicyclo<2.2.1>heptane-3-exo-carboxylate (192461-70-4)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethanol; at 20 ℃; under 1551.49 Torr;

Reference yield: 82.0%

(1S,3S,4R)-ethyl 2-((R)-1-phenylethyl)-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylate → ethyl (1R,3S,4S)-2-<(R)-1-phenylethyl>-2-azabicyclo<2.2.1>heptane-3-exo-carboxylate (192461-70-4)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethanol; at 20 ℃; for 1h;

Reference yield:

(R)-1-phenyl-ethyl-amine (3886-69-9) → ethyl (1R,3S,4S)-2-<(R)-1-phenylethyl>-2-azabicyclo<2.2.1>heptane-3-exo-carboxylate (192461-70-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium sulfate / toluene / 20 °C / Inert atmosphere

2.1: trifluoroacetic acid / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: palladium on activated charcoal; hydrogen / ethanol / 20 °C / 1551.49 Torr

With palladium on activated charcoal; hydrogen; sodium sulfate; trifluoroacetic acid; In ethanol; N,N-dimethyl-formamide; toluene;

upstream raw materials:

(1S,3S,4R)-2-((R)-1-phenyl-ethyl)-2-aza-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid ethyl ester

(R)-1-phenyl-ethyl-amine

((R)-1-phenyl-ethylimino)-acetic acid ethyl ester

cyclopenta-1,3-diene

Downstream raw materials:

(1R,3S,4S)-2-<(R)-1-phenylethyl>-2-azabicyclo<2.2.1>heptane-3-exo-diphenylmethanol

(1R,3S,4S)-2-<(R)-1-phenylethyl>-2-azabicyclo<2.2.1>heptane-3-exo-methanol

(1R,3S,4S)-2-azabicyclo<2.2.1>heptane-3-exo-diphenylmethanol

Thioacetic acid S-[(1R,3S,4S)-2-((R)-1-phenyl-ethyl)-2-aza-bicyclo[2.2.1]hept-3-ylmethyl] ester