<1S*,(4R*)>-4-Bromo-1-(4-<2,3-dimethoxyphenyl>-1,2,3,4,-tetrahydro-1-methylpyrid-4-yl)-1-butanol Acetate

Base Information

• Chemical Name: <1S*,(4R*)>-4-Bromo-1-(4-<2,3-dimethoxyphenyl>-1,2,3,4,-tetrahydro-1-methylpyrid-4-yl)-1-butanol Acetate
• CAS No.: 87766-74-3
• Molecular Formula: C₂₀H₂₈BrNO₄
• Molecular Weight: 426.351
• Mol file: 87766-74-3.mol

Synonyms:<1S*,(4R*)>-4-Bromo-1-(4-<2,3-dimethoxyphenyl>-1,2,3,4,-tetrahydro-1-methylpyrid-4-yl)-1-butanol Acetate

Chemical Property of <1S*,(4R*)>-4-Bromo-1-(4-<2,3-dimethoxyphenyl>-1,2,3,4,-tetrahydro-1-methylpyrid-4-yl)-1-butanol Acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <1S*,(4R*)>-4-Bromo-1-(4-<2,3-dimethoxyphenyl>-1,2,3,4,-tetrahydro-1-methylpyrid-4-yl)-1-butanol Acetate

There total 2 articles about <1S*,(4R*)>-4-Bromo-1-(4-<2,3-dimethoxyphenyl>-1,2,3,4,-tetrahydro-1-methylpyrid-4-yl)-1-butanol Acetate 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: 69.0%

acetic anhydride (108-24-7) + (1R*,5R*,6S*)-6-(3-Bromopropyl)-5-(2,3-dimethoxyphenyl)-2-methyl-7-oxa-2-azabicyclo<3.2.1>octane Hydrobromide (87766-71-0) → <1S*,(4R*)>-4-Bromo-1-(4-<2,3-dimethoxyphenyl>-1,2,3,4,-tetrahydro-1-methylpyrid-4-yl)-1-butanol Acetate (87766-74-3)

Guidance literature:

In trifluoroacetic acid; at 25 ℃; for 16h;

DOI:10.1021/jo00190a019

Reference yield:

(1R*,5R*,6S*)-5-(2,3-Dimethoxyphenyl)-2-methyl-6-(3-hydroxypropyl)-7-oxa-2-azabicyclo<3.2.1>octane Hydrochloride (87766-70-9) → <1S*,(4R*)>-4-Bromo-1-(4-<2,3-dimethoxyphenyl>-1,2,3,4,-tetrahydro-1-methylpyrid-4-yl)-1-butanol Acetate (87766-74-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / triphenylphosphine, Br₂ / tetrahydrofuran / 0.25 h

2: 69 percent / trifluoroacetic acid / 16 h / 25 °C

With bromine; triphenylphosphine; In tetrahydrofuran; trifluoroacetic acid;

DOI:10.1021/jo00190a019

Reference yield: 92.0%

<1S*,(4R*)>-4-Bromo-1-(4-<2,3-dimethoxyphenyl>-1,2,3,4,-tetrahydro-1-methylpyrid-4-yl)-1-butanol Acetate (87766-74-3) → (4aR*,5S*)-4a-(2,3-Dimethoxyphenyl)-2,3,4,4a,5,6,7,8-octahydro-2-methyl-5-isoquinolinol Acetate (87766-76-5)

Guidance literature:

With potassium carbonate; In acetonitrile; for 16h; Heating;

DOI:10.1021/jo00190a019

upstream raw materials:

acetic anhydride

(1R*,5R*,6S*)-6-(3-Bromopropyl)-5-(2,3-dimethoxyphenyl)-2-methyl-7-oxa-2-azabicyclo<3.2.1>octane Hydrobromide

(1R*,5R*,6S*)-5-(2,3-Dimethoxyphenyl)-2-methyl-6-(3-hydroxypropyl)-7-oxa-2-azabicyclo<3.2.1>octane Hydrochloride

Downstream raw materials:

(4aR*,5S*)-4a-(2,3-Dimethoxyphenyl)-2,3,4,4a,5,6,7,8-octahydro-2-methyl-5-isoquinolinol Acetate