N-[(1S,4R,5R,7S)-5-(3-isopropoxyphenyl)-4-methyl-2-(2-phenoxyethyl)-2-azabicyclo[3.3.1]non-7-yl]-2-methyl-2-phenylpropanamide

Base Information

Chemical Name:N-[(1S,4R,5R,7S)-5-(3-isopropoxyphenyl)-4-methyl-2-(2-phenoxyethyl)-2-azabicyclo[3.3.1]non-7-yl]-2-methyl-2-phenylpropanamide
CAS No.:911423-00-2
Molecular Formula:C₃₆H₄₆N₂O₃
Molecular Weight:554.773
Hs Code.:

Synonyms:N-[(1S,4R,5R,7S)-5-(3-isopropoxyphenyl)-4-methyl-2-(2-phenoxyethyl)-2-azabicyclo[3.3.1]non-7-yl]-2-methyl-2-phenylpropanamide

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Chemical Property of N-[(1S,4R,5R,7S)-5-(3-isopropoxyphenyl)-4-methyl-2-(2-phenoxyethyl)-2-azabicyclo[3.3.1]non-7-yl]-2-methyl-2-phenylpropanamide

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Technology Process of N-[(1S,4R,5R,7S)-5-(3-isopropoxyphenyl)-4-methyl-2-(2-phenoxyethyl)-2-azabicyclo[3.3.1]non-7-yl]-2-methyl-2-phenylpropanamide

There total 8 articles about N-[(1S,4R,5R,7S)-5-(3-isopropoxyphenyl)-4-methyl-2-(2-phenoxyethyl)-2-azabicyclo[3.3.1]non-7-yl]-2-methyl-2-phenylpropanamide 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: 51.0%

: 911422-99-6
N-[(1S,4R,5R,7S)-5-(3-isopropoxyphenyl)-4-methyl-2-azabicyclo[3.3.1]non-7-yl]-2-methyl-2-phenylpropanamide

: 589-10-6
phenoxyethyl bromide

: 911423-00-2
N-[(1S,4R,5R,7S)-5-(3-isopropoxyphenyl)-4-methyl-2-(2-phenoxyethyl)-2-azabicyclo[3.3.1]non-7-yl]-2-methyl-2-phenylpropanamide

Guidance literature:: With tetra-(n-butyl)ammonium iodide; triethylamine; In tetrahydrofuran; at 20 ℃; for 72h;
DOI:10.1021/jm060459p

Reference yield:

: (+)-(1S,4R,5R,7S)-5-(3-isopropoxyphenyl)-2,4-dimethyl-2-azabicyclo[3.3.1]nonan-7-amine

: 911423-00-2
N-[(1S,4R,5R,7S)-5-(3-isopropoxyphenyl)-4-methyl-2-(2-phenoxyethyl)-2-azabicyclo[3.3.1]non-7-yl]-2-methyl-2-phenylpropanamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: 64 percent / toluene / Heating

2.1: 1-chloroethylchloroformate / 1,2-dichloro-ethane / 4 h / Heating

2.2: methanol / Heating

3.1: 7.92 g / Et₃N / CH₂Cl₂ / 1 h / 20 °C

4.1: 98 percent / hydrazine / ethanol / 2.5 h / Heating

5.1: 93 percent / BOP; Et₃N / tetrahydrofuran / 4 h / 20 °C

6.1: 62 percent / trifluoroacetic acid; CH₂Cl₂ / 1.5 h / 20 °C

7.1: 51 percent / tetrabutylammonium iodide; Et₃N / tetrahydrofuran / 72 h / 20 °C

With carbonochloridic acid 1-chloro-ethyl ester; tetra-(n-butyl)ammonium iodide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; hydrazine; In tetrahydrofuran; ethanol; dichloromethane; 1,2-dichloro-ethane; toluene; trifluoroacetic acid;
DOI:10.1021/jm060459p

Reference yield:

: 911422-98-5
tert-butyl (1S,4R,5R,7S)-7-amino-5-(3-isopropoxyphenyl)-4-methyl-2-azabicyclo[3.3.1]nonane-2-carboxylate

: 911423-00-2
N-[(1S,4R,5R,7S)-5-(3-isopropoxyphenyl)-4-methyl-2-(2-phenoxyethyl)-2-azabicyclo[3.3.1]non-7-yl]-2-methyl-2-phenylpropanamide

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / BOP; Et₃N / tetrahydrofuran / 4 h / 20 °C

2: 62 percent / trifluoroacetic acid; CH₂Cl₂ / 1.5 h / 20 °C

3: 51 percent / tetrabutylammonium iodide; Et₃N / tetrahydrofuran / 72 h / 20 °C

With tetra-(n-butyl)ammonium iodide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In tetrahydrofuran; dichloromethane; trifluoroacetic acid;
DOI:10.1021/jm060459p