(4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[2-(4-fluoro-phenyl)-4-isopropyl-quinolin-3-yloxymethyl]-tetrahydro-pyran-2-ol

Base Information

• Chemical Name: (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[2-(4-fluoro-phenyl)-4-isopropyl-quinolin-3-yloxymethyl]-tetrahydro-pyran-2-ol
• CAS No.: 136007-56-2
• Molecular Formula: C₄₀H₄₄FNO₄Si
• Molecular Weight: 649.878
• Mol file: 136007-56-2.mol

Synonyms:

Chemical Property of (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[2-(4-fluoro-phenyl)-4-isopropyl-quinolin-3-yloxymethyl]-tetrahydro-pyran-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[2-(4-fluoro-phenyl)-4-isopropyl-quinolin-3-yloxymethyl]-tetrahydro-pyran-2-ol

There total 12 articles about (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[2-(4-fluoro-phenyl)-4-isopropyl-quinolin-3-yloxymethyl]-tetrahydro-pyran-2-ol 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-[(2S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-ylmethoxy]-2-(4-fluoro-phenyl)-4-isopropyl-quinoline (136007-27-7,136008-13-4) → (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[2-(4-fluoro-phenyl)-4-isopropyl-quinolin-3-yloxymethyl]-tetrahydro-pyran-2-ol (136007-56-2,136008-38-3)

Guidance literature:

With trifluoroacetic acid; In tetrahydrofuran; water; at 60 ℃; for 4h;

DOI:10.1021/jm00114a004

Reference yield:

α-acetoxy-4-fluoroacetophenone (366-78-9) → (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[2-(4-fluoro-phenyl)-4-isopropyl-quinolin-3-yloxymethyl]-tetrahydro-pyran-2-ol (136007-56-2,136008-38-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 98 percent / KOH / ethanol / 12 h / Heating

2: 80 percent / diethyl ether; CH₂Cl₂ / 0.5 h / 0 °C

3: 90 percent / tetrahydrofuran; diethyl ether / 2 h / 25 °C

4: 65 percent / red phosphorus, 67percent aq. HI / 4 h / Heating

5: K₂CO₃, hydroquinone / dimethylsulfoxide / 2 h / 50 °C

6: CF₃COOH / tetrahydrofuran; H₂O / 4 h / 60 °C

With phosphorus; potassium hydroxide; hydrogen iodide; potassium carbonate; hydroquinone; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; dimethyl sulfoxide;

DOI:10.1021/jm00114a004

Reference yield:

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[2-(4-fluoro-phenyl)-4-isopropyl-quinolin-3-yloxymethyl]-tetrahydro-pyran-2-ol (136007-56-2,136008-38-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 98 percent / KOH / ethanol / 12 h / Heating

2: 80 percent / diethyl ether; CH₂Cl₂ / 0.5 h / 0 °C

3: 90 percent / tetrahydrofuran; diethyl ether / 2 h / 25 °C

4: 65 percent / red phosphorus, 67percent aq. HI / 4 h / Heating

5: K₂CO₃, hydroquinone / dimethylsulfoxide / 2 h / 50 °C

6: CF₃COOH / tetrahydrofuran; H₂O / 4 h / 60 °C

With phosphorus; potassium hydroxide; hydrogen iodide; potassium carbonate; hydroquinone; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; dimethyl sulfoxide;

DOI:10.1021/jm00114a004

upstream raw materials:

3-[(2S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-ylmethoxy]-2-(4-fluoro-phenyl)-4-isopropyl-quinoline

α-acetoxy-4-fluoroacetophenone

indole-2,3-dione

1-(4-fluorophenyl)ethanone

Downstream raw materials:

(4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[2-(4-fluoro-phenyl)-4-isopropyl-quinolin-3-yloxymethyl]-tetrahydro-pyran-2-one

Sodium; (3R,5S)-6-[2-(4-fluoro-phenyl)-4-isopropyl-quinolin-3-yloxy]-3,5-dihydroxy-hexanoate

(4R,6S)-6-[2-(4-Fluoro-phenyl)-4-isopropyl-quinolin-3-yloxymethyl]-4-hydroxy-tetrahydro-pyran-2-one