6α-hydroxy-6β-phenyl-8-(2-phenylethyl)-8-azabicyclo<3.2.1>octane

Base Information

• Chemical Name: 6α-hydroxy-6β-phenyl-8-(2-phenylethyl)-8-azabicyclo<3.2.1>octane
• CAS No.: 100986-57-0
• Molecular Formula: C₁₇H₂₁NO₂
• Molecular Weight: 271.359
• Mol file: 100986-57-0.mol

Synonyms:

Chemical Property of 6α-hydroxy-6β-phenyl-8-(2-phenylethyl)-8-azabicyclo<3.2.1>octane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6α-hydroxy-6β-phenyl-8-(2-phenylethyl)-8-azabicyclo<3.2.1>octane

There total 7 articles about 6α-hydroxy-6β-phenyl-8-(2-phenylethyl)-8-azabicyclo<3.2.1>octane 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:

acetonedicarboxylic acid (542-05-2) → 6α-hydroxy-6β-phenyl-8-(2-phenylethyl)-8-azabicyclo<3.2.1>octane (100986-57-0)

Guidance literature:

Multi-step reaction with 7 steps

1: sodium acetate, HCl, K₂CO₃ / H₂O / 48 h / Ambient temperature; pH=4-5

2: hydrazine hydrate / ethanol / 3 h / 120 °C

3: KOH / 130 degC, 1 h; 160 degC, 2 h; 190 degC, 1.5 h

4: 48 percent / chromium trioxide / acetic acid / 70-80 degC, 16 h; 100 degC, 2 h

5: tetrahydrofuran / 6 h / Heating

6: 1.) trichloroethyl chloroformate, K₂CO₃; 2.) acetic acid, zinc / 1.) toluene, 2 d, reflux; 2.) water, 16 h, room temperature

7: triethylamine / diethyl ether; tetrahydrofuran / 144 h / Heating

With chromium(VI) oxide; hydrogenchloride; potassium hydroxide; trichloroethyl chloroformate; sodium acetate; potassium carbonate; hydrazine hydrate; acetic acid; triethylamine; zinc; In tetrahydrofuran; diethyl ether; ethanol; water; acetic acid;

Reference yield:

8-methyl-8-azabicyclo<3.2.1>octane (18700-22-6) → 6α-hydroxy-6β-phenyl-8-(2-phenylethyl)-8-azabicyclo<3.2.1>octane (100986-57-0)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 6 h / Heating

2: 1.) trichloroethyl chloroformate, K₂CO₃; 2.) acetic acid, zinc / 1.) toluene, 2 d, reflux; 2.) water, 16 h, room temperature

3: triethylamine / diethyl ether; tetrahydrofuran / 144 h / Heating

With trichloroethyl chloroformate; potassium carbonate; acetic acid; triethylamine; zinc; In tetrahydrofuran; diethyl ether;

Reference yield:

6β-hydroxy-8-methyl-8-azabicyclo<3.2.1>octane (18700-21-5,18700-23-7,126120-91-0) → 6α-hydroxy-6β-phenyl-8-(2-phenylethyl)-8-azabicyclo<3.2.1>octane (100986-57-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 48 percent / chromium trioxide / acetic acid / 70-80 degC, 16 h; 100 degC, 2 h

2: tetrahydrofuran / 6 h / Heating

3: 1.) trichloroethyl chloroformate, K₂CO₃; 2.) acetic acid, zinc / 1.) toluene, 2 d, reflux; 2.) water, 16 h, room temperature

4: triethylamine / diethyl ether; tetrahydrofuran / 144 h / Heating

With chromium(VI) oxide; trichloroethyl chloroformate; potassium carbonate; acetic acid; triethylamine; zinc; In tetrahydrofuran; diethyl ether; acetic acid;

upstream raw materials:

cyclopropanecarboxylic acid chloride

6α-hydroxy-6β-phenyl-8-azabicyclo<3.2.1>octane

acetonedicarboxylic acid

6β-hydroxy-8-methyl-8-azabicyclo<3.2.1>octane

Downstream raw materials:

Acetic acid (1S,5R,6S,8S)-8-cyclopropylmethyl-6-phenyl-8-aza-bicyclo[3.2.1]oct-6-yl ester

8-cyclopropylmethyl-6α-hydroxy-6β-phenyl-8-azabicyclo<3.2.1>octane

Refernces