acetic acid 3-bromo-1-[4-(3-methoxy-phenyl)-1,5-dimethyl-1,2,3,4-tetrahydro-pyridin-4-ylmethyl]-propyl ester

Base Information

• Chemical Name: acetic acid 3-bromo-1-[4-(3-methoxy-phenyl)-1,5-dimethyl-1,2,3,4-tetrahydro-pyridin-4-ylmethyl]-propyl ester
• CAS No.: 922735-10-2
• Molecular Formula: C₂₀H₂₈BrNO₃
• Molecular Weight: 410.351
• Mol file: 922735-10-2.mol

Synonyms:acetic acid 3-bromo-1-[4-(3-methoxy-phenyl)-1,5-dimethyl-1,2,3,4-tetrahydro-pyridin-4-ylmethyl]-propyl ester

Chemical Property of acetic acid 3-bromo-1-[4-(3-methoxy-phenyl)-1,5-dimethyl-1,2,3,4-tetrahydro-pyridin-4-ylmethyl]-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of acetic acid 3-bromo-1-[4-(3-methoxy-phenyl)-1,5-dimethyl-1,2,3,4-tetrahydro-pyridin-4-ylmethyl]-propyl ester

There total 2 articles about acetic acid 3-bromo-1-[4-(3-methoxy-phenyl)-1,5-dimethyl-1,2,3,4-tetrahydro-pyridin-4-ylmethyl]-propyl ester 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:

3-(2-bromoethyl)-5-(3-methoxyphenyl)-8,9-dimethyl-2-oxa-8-azabicyclo[3.3.1]nonane (873313-71-4) + acetic anhydride (108-24-7) → acetic acid 3-bromo-1-[4-(3-methoxy-phenyl)-1,5-dimethyl-1,2,3,4-tetrahydro-pyridin-4-ylmethyl]-propyl ester (922735-10-2)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 1h;

DOI:10.1021/jm058261c

Reference yield:

5-(3-methoxyphenyl)-8,9-dimethyl-3-[(tetrahydro-2H-pyran-2-yl)oxy]methyl-2-oxa-8-azabicyclo[3.3.1]nonane (873313-70-3) → acetic acid 3-bromo-1-[4-(3-methoxy-phenyl)-1,5-dimethyl-1,2,3,4-tetrahydro-pyridin-4-ylmethyl]-propyl ester (922735-10-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / PPh₃; Br₂ / tetrahydrofuran / 0 - 20 °C

2: 10.8 g / trifluoroacetic acid / 1 h / 20 °C

With bromine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran;

DOI:10.1021/jm058261c

Reference yield: 58.0%

acetic acid 3-bromo-1-[4-(3-methoxy-phenyl)-1,5-dimethyl-1,2,3,4-tetrahydro-pyridin-4-ylmethyl]-propyl ester (922735-10-2) → N-methyl-4a-(3-methoxyphenyl)-8a-methyloctahydroisoquinoline-6-ol

Guidance literature:

acetic acid 3-bromo-1-[4-(3-methoxy-phenyl)-1,5-dimethyl-1,2,3,4-tetrahydro-pyridin-4-ylmethyl]-propyl ester; With potassium carbonate; In acetonitrile; for 3h; Heating;

With sodium tetrahydroborate; In methanol; at 20 ℃; for 36h;

DOI:10.1021/jm058261c

upstream raw materials:

3-(2-bromoethyl)-5-(3-methoxyphenyl)-8,9-dimethyl-2-oxa-8-azabicyclo[3.3.1]nonane

acetic anhydride

5-(3-methoxyphenyl)-8,9-dimethyl-3-[(tetrahydro-2H-pyran-2-yl)oxy]methyl-2-oxa-8-azabicyclo[3.3.1]nonane