(R)-(+)-2-(3,4-Dimethoxyphenyl)-2-((phenylsulfonyl)methyl)cyclobutanone ethylene acetal

Base Information

Chemical Name:(R)-(+)-2-(3,4-Dimethoxyphenyl)-2-((phenylsulfonyl)methyl)cyclobutanone ethylene acetal
CAS No.:158531-92-1
Molecular Formula:C₂₁H₂₄O₆S
Molecular Weight:404.484
Hs Code.:

Synonyms:(R)-(+)-2-(3,4-Dimethoxyphenyl)-2-((phenylsulfonyl)methyl)cyclobutanone ethylene acetal

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Chemical Property of (R)-(+)-2-(3,4-Dimethoxyphenyl)-2-((phenylsulfonyl)methyl)cyclobutanone ethylene acetal

Chemical Property:

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Technology Process of (R)-(+)-2-(3,4-Dimethoxyphenyl)-2-((phenylsulfonyl)methyl)cyclobutanone ethylene acetal

There total 7 articles about (R)-(+)-2-(3,4-Dimethoxyphenyl)-2-((phenylsulfonyl)methyl)cyclobutanone ethylene acetal 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:

: 2-((Phenylthio)methyl)-2-(3,4-dimethoxyphenyl)cyclobutanone ethylene acetal

: 158531-92-1
(R)-(+)-2-(3,4-Dimethoxyphenyl)-2-((phenylsulfonyl)methyl)cyclobutanone ethylene acetal

: (S)-(-)-2-(3,4-Dimethoxyphenyl)-2-((phenylsulfonyl)methyl)cyclobutanone ethylene acetal

Guidance literature:: With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 1.5h; Yield given. Yields of byproduct given; Ambient temperature;
DOI:10.1021/jo00126a030

Reference yield:

: 89980-69-8
3,4-dimethoxyphenylmagnesium bromide

: 158531-92-1
(R)-(+)-2-(3,4-Dimethoxyphenyl)-2-((phenylsulfonyl)methyl)cyclobutanone ethylene acetal

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / tetrahydrofuran / 1.5 h / 0 °C

2: 85 percent / NaH / tetrahydrofuran / 3 h / 65 °C

3: 97 percent / n-Bu₄NF / tetrahydrofuran / 3 h / Ambient temperature

4: 82 percent / tert-butyl hydroperoxide, diisopropyl L-(+)-tartrate, titanium tetraisopropoxide, 4A molecular sieves / CH₂Cl₂ / 48 h / -40 °C

5: 93 percent / n-Bu₃P / tetrahydrofuran / 1 h / 65 °C

6: 100 percent / p-TsOH / benzene / 4.5 h / Heating

7: 88 percent / m-chloroperbenzoic acid, NaHCO₃ / CH₂Cl₂; H₂O / 1.5 h / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; tributylphosphine; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water; benzene;
DOI:10.1016/S0040-4039(00)78256-6

Reference yield:

: 158531-88-5
2-Cyclopropylidene-2-(3,4-dimethoxyphenyl)ethanol

: 158531-92-1
(R)-(+)-2-(3,4-Dimethoxyphenyl)-2-((phenylsulfonyl)methyl)cyclobutanone ethylene acetal

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / tert-butyl hydroperoxide, diisopropyl L-(+)-tartrate, titanium tetraisopropoxide, 4A molecular sieves / CH₂Cl₂ / 48 h / -40 °C

2: 93 percent / n-Bu₃P / tetrahydrofuran / 1 h / 65 °C

3: 100 percent / p-TsOH / benzene / 4.5 h / Heating

4: 88 percent / m-chloroperbenzoic acid, NaHCO₃ / CH₂Cl₂; H₂O / 1.5 h / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; tributylphosphine; 4 A molecular sieve; sodium hydrogencarbonate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water; benzene;
DOI:10.1016/S0040-4039(00)78256-6