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

Base Information

Chemical Name:N-[(1S,4R,5R,7S)-5-(3-hydroxyphenyl)-4-methyl-2-azabicyclo[3.3.1]non-7-yl]-2-methyl-2-phenylpropanamide
CAS No.:911423-24-0
Molecular Formula:C₂₅H₃₂N₂O₂
Molecular Weight:392.541
Hs Code.:

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

There total 7 articles about N-[(1S,4R,5R,7S)-5-(3-hydroxyphenyl)-4-methyl-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: 42.0%

: 911423-23-9
tert-butyl (1S,4R,5R,7S)-5-(3-isopropoxyphenyl)-4-methyl-7-[(2-methyl-2-phenylpropanoyl)amino]-2-azabicyclo[3.3.1]nonane-2-carboxylate

: 911423-24-0
N-[(1S,4R,5R,7S)-5-(3-hydroxyphenyl)-4-methyl-2-azabicyclo[3.3.1]non-7-yl]-2-methyl-2-phenylpropanamide

Guidance literature:: With hydrogen bromide; acetic acid; for 17.5h; Heating;
DOI:10.1021/jm060459p

Reference yield:

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

: 911423-24-0
N-[(1S,4R,5R,7S)-5-(3-hydroxyphenyl)-4-methyl-2-azabicyclo[3.3.1]non-7-yl]-2-methyl-2-phenylpropanamide

Guidance literature:: Multi-step reaction with 6 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: 42 percent / aq. HBr; acetic acid / 17.5 h / Heating

With carbonochloridic acid 1-chloro-ethyl ester; hydrogen bromide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; triethylamine; hydrazine; In tetrahydrofuran; ethanol; dichloromethane; 1,2-dichloro-ethane; toluene;
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

: 911423-24-0
N-[(1S,4R,5R,7S)-5-(3-hydroxyphenyl)-4-methyl-2-azabicyclo[3.3.1]non-7-yl]-2-methyl-2-phenylpropanamide

Guidance literature:: Multi-step reaction with 2 steps

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

2: 42 percent / aq. HBr; acetic acid / 17.5 h / Heating

With hydrogen bromide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; triethylamine; In tetrahydrofuran;
DOI:10.1021/jm060459p