2-(S)-tetrahydropyranyloxy-3-(4-tetrahydropyranyloxy-3-methylphenyl)propan-1-ol

Base Information

• Chemical Name: 2-(S)-tetrahydropyranyloxy-3-(4-tetrahydropyranyloxy-3-methylphenyl)propan-1-ol
• CAS No.: 443147-22-6
• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.455
• Mol file: 443147-22-6.mol

Synonyms:2-(S)-tetrahydropyranyloxy-3-(4-tetrahydropyranyloxy-3-methylphenyl)propan-1-ol

Chemical Property of 2-(S)-tetrahydropyranyloxy-3-(4-tetrahydropyranyloxy-3-methylphenyl)propan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(S)-tetrahydropyranyloxy-3-(4-tetrahydropyranyloxy-3-methylphenyl)propan-1-ol

There total 5 articles about 2-(S)-tetrahydropyranyloxy-3-(4-tetrahydropyranyloxy-3-methylphenyl)propan-1-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: 51.0%

1-acetoxy-3-(4-tetrahydropyranyloxy-3-methylphenyl)-2-(S)-tetrahydropyranyloxypropane (443147-20-4) → 2-(S)-tetrahydropyranyloxy-3-(4-tetrahydropyranyloxy-3-methylphenyl)propan-1-ol (443147-22-6)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃;

DOI:10.1016/S0968-0896(02)00031-7

Reference yield:

4-bromo-2-methyl-1-(2'-tetrahydropyranyloxy)benzene (148344-51-8) → 2-(S)-tetrahydropyranyloxy-3-(4-tetrahydropyranyloxy-3-methylphenyl)propan-1-ol (443147-22-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: Mg; CuI / tetrahydrofuran / 0 °C

1.2: 100 percent / tetrahydrofuran

2.1: AcOH; H₂O / tetrahydrofuran / 65 °C

3.1: 2,4,6-collidine / CH₂Cl₂ / -78 °C

4.1: p-TsOH*H₂O / CH₂Cl₂ / 20 °C

5.1: 51 percent / 2N NaOH / methanol / 20 °C

With 2,4,6-trimethyl-pyridine; sodium hydroxide; copper(l) iodide; water; toluene-4-sulfonic acid; magnesium; acetic acid; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/S0968-0896(02)00031-7

Reference yield:

2-(S)-hydroxy-3-(4-hydroxy-3-methylphenyl)propan-1-ol → 2-(S)-tetrahydropyranyloxy-3-(4-tetrahydropyranyloxy-3-methylphenyl)propan-1-ol (443147-22-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 2,4,6-collidine / CH₂Cl₂ / -78 °C

2: p-TsOH*H₂O / CH₂Cl₂ / 20 °C

3: 51 percent / 2N NaOH / methanol / 20 °C

With 2,4,6-trimethyl-pyridine; sodium hydroxide; toluene-4-sulfonic acid; In methanol; dichloromethane;

DOI:10.1016/S0968-0896(02)00031-7

upstream raw materials:

1-acetoxy-3-(4-tetrahydropyranyloxy-3-methylphenyl)-2-(S)-tetrahydropyranyloxypropane

4-bromo-2-methyl-1-(2'-tetrahydropyranyloxy)benzene

2-(S)-hydroxy-3-(4-tetrahydropyranyloxy-3-methylphenyl)propan-1-ol trityl ether

Downstream raw materials:

(Z)-7-((1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-phenyl]-but-1-enyl}-5-hydroxy-cyclopentyl)-hept-5-enoic acid methyl ester

7-((1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-phenyl]-but-1-enyl}-5-hydroxy-cyclopentyl)-heptanoic acid methyl ester

4-[2-(3-(tert-butyl-dimethyl-silanyloxy)-2-{3-(tert-butyl-dimethyl-silanyloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-phenyl]-but-1-enyl}-5-oxo-cyclopentyl)-ethylsulfanyl]-butyric acid methyl ester

4-[2-(3-(tert-butyl-dimethyl-silanyloxy)-2-{3-(tert-butyl-dimethyl-silanyloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-phenyl]-but-1-enyl}-5-oxo-cyclopentyl)-2-hydroxy-ethylsulfanyl]-butyric acid methyl ester