(1R,4S,5S,7R)-(-)-5-(3-hydroxyphenyl)-4-methyl-2-(3-phenylpropyl)-2-azabicylo-[3.3.1]nonan-7-amine

Base Information

• Chemical Name: (1R,4S,5S,7R)-(-)-5-(3-hydroxyphenyl)-4-methyl-2-(3-phenylpropyl)-2-azabicylo-[3.3.1]nonan-7-amine
• CAS No.: 444904-20-5
• Molecular Formula: C₂₄H₃₂N₂O
• Molecular Weight: 364.531
• Mol file: 444904-20-5.mol

Synonyms:(1R,4S,5S,7R)-(-)-5-(3-hydroxyphenyl)-4-methyl-2-(3-phenylpropyl)-2-azabicylo-[3.3.1]nonan-7-amine

Chemical Property of (1R,4S,5S,7R)-(-)-5-(3-hydroxyphenyl)-4-methyl-2-(3-phenylpropyl)-2-azabicylo-[3.3.1]nonan-7-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,4S,5S,7R)-(-)-5-(3-hydroxyphenyl)-4-methyl-2-(3-phenylpropyl)-2-azabicylo-[3.3.1]nonan-7-amine

There total 16 articles about (1R,4S,5S,7R)-(-)-5-(3-hydroxyphenyl)-4-methyl-2-(3-phenylpropyl)-2-azabicylo-[3.3.1]nonan-7-amine 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: 88.3%

(-)-(1R,4S,5S,7R)-5-[3-(1-methylethoxy)phenyl]-4-methyl-2-(3-phenylpropyl)-2-azabicyclo[3.3.1]nonan-7-amine (444904-17-0) → (1R,4S,5S,7R)-(-)-5-(3-hydroxyphenyl)-4-methyl-2-(3-phenylpropyl)-2-azabicylo-[3.3.1]nonan-7-amine (444904-20-5)

Guidance literature:

With hydrogen bromide; acetic acid; for 15h; Heating;

DOI:10.1021/jm058264p

Reference yield:

(-)-(1R,4S,5S)-5-[3-(1-methylethoxy)phenyl]-2,4-dimethyl-2-azabicyclo[3.3.1]nonan-7-one (444904-04-5) → (1R,4S,5S,7R)-(-)-5-(3-hydroxyphenyl)-4-methyl-2-(3-phenylpropyl)-2-azabicylo-[3.3.1]nonan-7-amine (444904-20-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 88 percent / hydroxylamine hydrochloride / ethanol / 3 h / Heating

2.1: 95 percent / Na; isopropanol / toluene / Heating

3.1: 62 percent / toluene / Heating

4.1: 1-chloroethyl chloroformate / CH₂Cl₂ / 3.5 h / Heating

4.2: methanol / Heating

5.1: 84 percent / sodium triacetoxyborohydride / CH₂Cl₂ / 20 °C

6.1: 97 percent / hydrazine / ethanol / Heating

7.1: 88 percent / aq. HBr; AcOH / 15 h / Heating

With carbonochloridic acid 1-chloro-ethyl ester; hydroxylamine hydrochloride; hydrogen bromide; sodium; sodium tris(acetoxy)borohydride; acetic acid; isopropyl alcohol; hydrazine; In ethanol; dichloromethane; toluene;

DOI:10.1021/jm058264p

Reference yield:

(1R,4S,5S,7R)-5-(3-isopropoxyphenyl)-2,4-dimethyl-2-azabicyclo[3.3.1]nonan-7-amine (881685-99-0) → (1R,4S,5S,7R)-(-)-5-(3-hydroxyphenyl)-4-methyl-2-(3-phenylpropyl)-2-azabicylo-[3.3.1]nonan-7-amine (444904-20-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 62 percent / toluene / Heating

2.1: 1-chloroethyl chloroformate / CH₂Cl₂ / 3.5 h / Heating

2.2: methanol / Heating

3.1: 84 percent / sodium triacetoxyborohydride / CH₂Cl₂ / 20 °C

4.1: 97 percent / hydrazine / ethanol / Heating

5.1: 88 percent / aq. HBr; AcOH / 15 h / Heating

With carbonochloridic acid 1-chloro-ethyl ester; hydrogen bromide; sodium tris(acetoxy)borohydride; acetic acid; hydrazine; In ethanol; dichloromethane; toluene;

DOI:10.1021/jm058264p

upstream raw materials:

(-)-(1R,4S,5S,7R)-5-[3-(1-methylethoxy)phenyl]-4-methyl-2-(3-phenylpropyl)-2-azabicyclo[3.3.1]nonan-7-amine

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

(1R,4S,5R)-5-(3-isopropoxyphenyl)-2,4-dimethyl-2-azabicyclo[3.3.1]nonan-7-one oxime

2-[(1R,4S,5R,7R)-5-(3-isopropoxyphenyl)-4-methyl-2-azabicyclo[3.3.1]non-7-yl]-1H-isoindole-1,3(2H)-dione