(3aR,7R,7aR)-7-Fluoro-4,4-diphenyl-octahydro-isoindole

Base Information

• Chemical Name: (3aR,7R,7aR)-7-Fluoro-4,4-diphenyl-octahydro-isoindole
• CAS No.: 184677-78-9
• Molecular Formula: C₂₀H₂₂FN
• Molecular Weight: 295.4
• Mol file: 184677-78-9.mol

Synonyms:

Chemical Property of (3aR,7R,7aR)-7-Fluoro-4,4-diphenyl-octahydro-isoindole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR,7R,7aR)-7-Fluoro-4,4-diphenyl-octahydro-isoindole

There total 7 articles about (3aR,7R,7aR)-7-Fluoro-4,4-diphenyl-octahydro-isoindole 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:

(3aR,7R,7aR)-4,4-diphenyl-7-fluoro-2-tert-butyloxycarbonylperhydroisoindole (146402-78-0) → (3aR,7R,7aR)-7-Fluoro-4,4-diphenyl-octahydro-isoindole (184677-78-9)

Guidance literature:

With hydrogenchloride; In isopropyl alcohol; at 60 ℃;

DOI:10.1016/0040-4039(96)01760-1

Reference yield:

4,4-diphenyl-2-cyclohexen-1-one (4528-64-7) → (3aR,7R,7aR)-7-Fluoro-4,4-diphenyl-octahydro-isoindole (184677-78-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 70 percent / CF₃COOH / toluene / 35 °C

2: H₂ / Pd/C (5percent) / butan-1-ol; acetic acid / 20 °C

3: 1.) NaBH₄ / 1.) aq. NaOH / 1.) MeOH, -20 deg C; 2.) MeOH

4: 90 percent / n-perfluorobutanesulfonyl fluoride, diethylamine / tetrahydrofuran / 20 °C

5: conc. HCl / propan-2-ol / 60 °C

With hydrogenchloride; sodium tetrahydroborate; Nonafluorobutanesulfonyl fluoride; hydrogen; diethylamine; sodium hydroxide; palladium on activated charcoal; trifluoroacetic acid; In tetrahydrofuran; acetic acid; isopropyl alcohol; toluene; butan-1-ol;

DOI:10.1016/0040-4039(96)01760-1

Reference yield:

4,4-diphenylcyclohexane-1,3-dione (13128-74-0) → (3aR,7R,7aR)-7-Fluoro-4,4-diphenyl-octahydro-isoindole (184677-78-9)

Guidance literature:

Multi-step reaction with 7 steps

1: PTSA / toluene

2: Red-Al / toluene / 0 - 20 °C

3: 70 percent / CF₃COOH / toluene / 35 °C

4: H₂ / Pd/C (5percent) / butan-1-ol; acetic acid / 20 °C

5: 1.) NaBH₄ / 1.) aq. NaOH / 1.) MeOH, -20 deg C; 2.) MeOH

6: 90 percent / n-perfluorobutanesulfonyl fluoride, diethylamine / tetrahydrofuran / 20 °C

7: conc. HCl / propan-2-ol / 60 °C

With hydrogenchloride; sodium tetrahydroborate; Nonafluorobutanesulfonyl fluoride; hydrogen; diethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; sodium hydroxide; palladium on activated charcoal; toluene-4-sulfonic acid; trifluoroacetic acid; In tetrahydrofuran; acetic acid; isopropyl alcohol; toluene; butan-1-ol;

DOI:10.1016/0040-4039(96)01760-1

upstream raw materials:

(3aR,7R,7aR)-4,4-diphenyl-7-fluoro-2-tert-butyloxycarbonylperhydroisoindole

4,4-diphenyl-2-cyclohexen-1-one

4,4-diphenylcyclohexane-1,3-dione

(3aR,7aR)-7,7-Diphenyl-octahydro-isoindol-4-one