(S)-2-(1-(4-acetylphenyl)ethyloxy)-1,3,2-dioxaphosphorinane

Base Information

• Chemical Name: (S)-2-(1-(4-acetylphenyl)ethyloxy)-1,3,2-dioxaphosphorinane
• CAS No.: 329006-05-5
• Molecular Formula: C₁₃H₁₇O₄P
• Molecular Weight: 268.249
• Mol file: 329006-05-5.mol

Synonyms:

Chemical Property of (S)-2-(1-(4-acetylphenyl)ethyloxy)-1,3,2-dioxaphosphorinane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(1-(4-acetylphenyl)ethyloxy)-1,3,2-dioxaphosphorinane

There total 4 articles about (S)-2-(1-(4-acetylphenyl)ethyloxy)-1,3,2-dioxaphosphorinane 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:

para-bromoacetophenone (99-90-1) → (S)-2-(1-(4-acetylphenyl)ethyloxy)-1,3,2-dioxaphosphorinane (329006-05-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 90 percent / p-toluenesulfonic acid / benzene / Heating

2.1: n-butyllithium / petroleum ether / 1 h / -78 °C

2.2: 35 percent / petroleum ether; diethyl ether / 1 h / -78 °C

3.1: 80 percent / pyridinium chlorochromate / CH₂Cl₂ / 0 - 20 °C

4.1: (-)-diisopinocampheylchloroborane

5.1: 65 percent / 1H-tetrazole / acetonitrile / 1 h / 20 °C

With 1H-tetrazole; n-butyllithium; (-)-diisopinocamphenylborane chloride; pyridinium chlorochromate; toluene-4-sulfonic acid; In dichloromethane; acetonitrile; Petroleum ether; benzene;

DOI:10.1021/jo001545e

Reference yield:

2-[4-(1-hydroxyethyl)phenyl]-2-methyl-1,3-dioxolane (329006-00-0) → (S)-2-(1-(4-acetylphenyl)ethyloxy)-1,3,2-dioxaphosphorinane (329006-05-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / pyridinium chlorochromate / CH₂Cl₂ / 0 - 20 °C

2: (-)-diisopinocampheylchloroborane

3: 65 percent / 1H-tetrazole / acetonitrile / 1 h / 20 °C

With 1H-tetrazole; (-)-diisopinocamphenylborane chloride; pyridinium chlorochromate; In dichloromethane; acetonitrile;

DOI:10.1021/jo001545e

Reference yield:

2-(4-bromophenyl)-2-methyl-1,3-dioxolane (4360-68-3) → (S)-2-(1-(4-acetylphenyl)ethyloxy)-1,3,2-dioxaphosphorinane (329006-05-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-butyllithium / petroleum ether / 1 h / -78 °C

1.2: 35 percent / petroleum ether; diethyl ether / 1 h / -78 °C

2.1: 80 percent / pyridinium chlorochromate / CH₂Cl₂ / 0 - 20 °C

3.1: (-)-diisopinocampheylchloroborane

4.1: 65 percent / 1H-tetrazole / acetonitrile / 1 h / 20 °C

With 1H-tetrazole; n-butyllithium; (-)-diisopinocamphenylborane chloride; pyridinium chlorochromate; In dichloromethane; acetonitrile; Petroleum ether;

DOI:10.1021/jo001545e

upstream raw materials:

2-[4-(1-hydroxyethyl)phenyl]-2-methyl-1,3-dioxolane

2-(4-bromophenyl)-2-methyl-1,3-dioxolane

para-bromoacetophenone

1-(4-(2-methyl-1,3-dioxolan-2-yl)phenyl)ethanone

Refernces