(4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-{(E)-2-[4-(4-fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-vinyl}-tetrahydro-pyran-2-one

Base Information

• Chemical Name: (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-{(E)-2-[4-(4-fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-vinyl}-tetrahydro-pyran-2-one
• CAS No.: 122254-10-8
• Molecular Formula: C₄₃H₄₄FNO₃Si
• Molecular Weight: 669.911
• Mol file: 122254-10-8.mol

Synonyms:

Chemical Property of (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-{(E)-2-[4-(4-fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-vinyl}-tetrahydro-pyran-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-{(E)-2-[4-(4-fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-vinyl}-tetrahydro-pyran-2-one

There total 8 articles about (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-{(E)-2-[4-(4-fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-vinyl}-tetrahydro-pyran-2-one 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:

(4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-{(E)-2-[4-(4-fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-vinyl}-tetrahydro-pyran-2-ol (122253-88-7) → (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-{(E)-2-[4-(4-fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-vinyl}-tetrahydro-pyran-2-one (122254-10-8)

Guidance literature:

With N-iodo-succinimide; tetra-(n-butyl)ammonium iodide; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/jm00163a010

Reference yield:

4-(4-fluorophenyl)-2-(1-methylethyl)-6-phenyl-3-pyridinemethanol (122253-00-3) → (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-{(E)-2-[4-(4-fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-vinyl}-tetrahydro-pyran-2-one (122254-10-8)

Guidance literature:

Multi-step reaction with 5 steps

1: PBr₃ / toluene; CH₂Cl₂ / 1 h / Ambient temperature

2: toluene / 5 h / Heating

3: 1.) 1.6 M n-BuLi / 1.) THF, hexane, 0.5 h, 2.) 1 h

4: aq. HOAc / tetrahydrofuran / 48 h / Heating

5: N-iodosuccinimide, tetra-n-butylammonium iodide / CH₂Cl₂ / 2 h / Ambient temperature

With N-iodo-succinimide; n-butyllithium; phosphorus tribromide; tetra-(n-butyl)ammonium iodide; acetic acid; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1021/jm00163a010

Reference yield:

3-Bromomethyl-4-(4-fluoro-phenyl)-2-isopropyl-6-phenyl-pyridine (122253-23-0) → (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-{(E)-2-[4-(4-fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-vinyl}-tetrahydro-pyran-2-one (122254-10-8)

Guidance literature:

Multi-step reaction with 4 steps

1: toluene / 5 h / Heating

2: 1.) 1.6 M n-BuLi / 1.) THF, hexane, 0.5 h, 2.) 1 h

3: aq. HOAc / tetrahydrofuran / 48 h / Heating

4: N-iodosuccinimide, tetra-n-butylammonium iodide / CH₂Cl₂ / 2 h / Ambient temperature

With N-iodo-succinimide; n-butyllithium; tetra-(n-butyl)ammonium iodide; acetic acid; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1021/jm00163a010

upstream raw materials:

(4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-{(E)-2-[4-(4-fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-vinyl}-tetrahydro-pyran-2-ol

3-Bromomethyl-4-(4-fluoro-phenyl)-2-isopropyl-6-phenyl-pyridine

4-(4-fluorophenyl)-2-(1-methylethyl)-6-phenyl-3-pyridinemethanol

β-(4-fluorophenyl)-α-(2-methyl-1-oxopropyl)-δ-oxobenzenepentanoic acid, ethyl ester

Downstream raw materials:

glenvastatin