((1S,2S,3S)-3-(1-(2,4,6-triisopropylphenyl)ethoxy)cyclobutane-1,2-diyl)dimethanol

Base Information

• Chemical Name: ((1S,2S,3S)-3-(1-(2,4,6-triisopropylphenyl)ethoxy)cyclobutane-1,2-diyl)dimethanol
• CAS No.: 1013657-41-4
• Molecular Formula: C₂₃H₃₈O₃
• Molecular Weight: 362.553
• Mol file: 1013657-41-4.mol

Synonyms:((1S,2S,3S)-3-(1-(2,4,6-triisopropylphenyl)ethoxy)cyclobutane-1,2-diyl)dimethanol

Chemical Property of ((1S,2S,3S)-3-(1-(2,4,6-triisopropylphenyl)ethoxy)cyclobutane-1,2-diyl)dimethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((1S,2S,3S)-3-(1-(2,4,6-triisopropylphenyl)ethoxy)cyclobutane-1,2-diyl)dimethanol

There total 9 articles about ((1S,2S,3S)-3-(1-(2,4,6-triisopropylphenyl)ethoxy)cyclobutane-1,2-diyl)dimethanol 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: 95.0%

((1S,2S,3S)-3-((R)-1-(2,4,6-triisopropylphenyl)ethoxy)-2-((triisopropylsilyloxy)methyl)cyclobutyl)methanol (1013657-40-3) → ((1S,2S,3S)-3-(1-(2,4,6-triisopropylphenyl)ethoxy)cyclobutane-1,2-diyl)dimethanol (1013657-41-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1021/jo202261z

Reference yield:

(R,Z)-triisopropyl(3-(1-(2,4,6-triisopropylphenyl)ethoxy)allyloxy)silane (1030594-67-2) → ((1S,2S,3S)-3-(1-(2,4,6-triisopropylphenyl)ethoxy)cyclobutane-1,2-diyl)dimethanol (1013657-41-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: zinc/copper couple / diethyl ether / 0.5 h / 20 °C / Inert atmosphere

2.1: ammonium chloride / methanol; diethyl ether / 0.17 h / Inert atmosphere; Reflux

3.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 1.42 h / -35 - 20 °C / Inert atmosphere

3.2: 3.5 h / 20 °C / Reflux; Inert atmosphere

4.1: dichloromethane; water / 1 h / Inert atmosphere

5.1: sodium methylate / methanol / 25 h / 20 °C / Inert atmosphere

6.1: sodium tetrahydroborate / ethanol / 0 °C / Inert atmosphere

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; zinc/copper couple; tetrabutyl ammonium fluoride; sodium methylate; potassium hexamethylsilazane; ammonium chloride; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; toluene;

DOI:10.1021/jo202261z

Reference yield:

(R,Z)-3-(1-(2,4,6-triisopropylphenyl)ethoxy)prop-2-en-1-ol (1357378-25-6) → ((1S,2S,3S)-3-(1-(2,4,6-triisopropylphenyl)ethoxy)cyclobutane-1,2-diyl)dimethanol (1013657-41-4)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 0.08 h / 0 °C / Inert atmosphere

2.1: zinc/copper couple / diethyl ether / 0.5 h / 20 °C / Inert atmosphere

3.1: ammonium chloride / methanol; diethyl ether / 0.17 h / Inert atmosphere; Reflux

4.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 1.42 h / -35 - 20 °C / Inert atmosphere

4.2: 3.5 h / 20 °C / Reflux; Inert atmosphere

5.1: dichloromethane; water / 1 h / Inert atmosphere

6.1: sodium methylate / methanol / 25 h / 20 °C / Inert atmosphere

7.1: sodium tetrahydroborate / ethanol / 0 °C / Inert atmosphere

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; sodium tetrahydroborate; zinc/copper couple; tetrabutyl ammonium fluoride; sodium methylate; potassium hexamethylsilazane; ammonium chloride; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo202261z

upstream raw materials:

((1S,2S,3S)-3-((R)-1-(2,4,6-triisopropylphenyl)ethoxy)-2-((triisopropylsilyloxy)methyl)cyclobutyl)methanol

(2S,3S)-3-((R)-1-(2,4,6-triisopropylphenyl)ethoxy)-2-((triisopropylsilyloxy)methyl)cyclobutanone

(R,Z)-triisopropyl(3-(1-(2,4,6-triisopropylphenyl)ethoxy)allyloxy)silane

(R,Z)-3-(1-(2,4,6-triisopropylphenyl)ethoxy)prop-2-en-1-ol

Downstream raw materials:

C₃₇H₄₆O₅

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