(R)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-oxobutanoate

Base Information

Chemical Name:(R)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-oxobutanoate
CAS No.:1563182-56-8
Molecular Formula:C₁₆H₂₂Cl₂O₃Si
Molecular Weight:361.34
Hs Code.:

Synonyms:(R)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-oxobutanoate

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Chemical Property of (R)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-oxobutanoate

Chemical Property:

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Technology Process of (R)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-oxobutanoate

There total 7 articles about (R)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-oxobutanoate 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:

: 1563182-54-6
(R)-2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid 2-trimethylsilanylethyl ester

: 1563182-56-8
(R)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-oxobutanoate

Guidance literature:: (R)-2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid 2-trimethylsilanylethyl ester; With sodium periodate; osmium(VIII) oxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; at 20 ℃; for 6h; Darkness;

With sodium periodate; In tetrahydrofuran; water; at 20 ℃; for 12h;
DOI:10.1021/ml400528y

Reference yield:

: 5807-30-7
3,4-dichlorophenyl acetic acid

: 1563182-56-8
(R)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-oxobutanoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran; pentane / 2 h / -25 °C / Inert atmosphere

1.2: 1.27 h / -25 - 20 °C / Inert atmosphere

2.1: thionyl chloride / 11.33 h / 20 °C / Inert atmosphere; Cooling with ice

3.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 5 h / 0 - 20 °C / Inert atmosphere

3.2: 2 h / 20 °C / Inert atmosphere

4.1: lithium hydroxide; water / methanol / 10 h / Reflux

5.1: ethyl acetate / Resolution of racemate; Inert atmosphere

6.1: hydrogenchloride / ethyl acetate; water

7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; pyridine / tetrahydrofuran / 18 h / 40 °C / Inert atmosphere

8.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide; sodium periodate / tetrahydrofuran; water / 6 h / 20 °C / Darkness

8.2: 12 h / 20 °C

With pyridine; hydrogenchloride; dmap; sodium periodate; osmium(VIII) oxide; thionyl chloride; water; sodium hydride; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil; pentane;
DOI:10.1021/ml400528y

Reference yield:

: 79333-48-5
2-(S)-(3,4-dichloro-phenyl)-4-pentenoic acid

: 1563182-56-8
(R)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-oxobutanoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: thionyl chloride / 11.33 h / 20 °C / Inert atmosphere; Cooling with ice

2.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 5 h / 0 - 20 °C / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

3.1: lithium hydroxide; water / methanol / 10 h / Reflux

4.1: ethyl acetate / Resolution of racemate; Inert atmosphere

5.1: hydrogenchloride / ethyl acetate; water

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; pyridine / tetrahydrofuran / 18 h / 40 °C / Inert atmosphere

7.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide; sodium periodate / tetrahydrofuran; water / 6 h / 20 °C / Darkness

7.2: 12 h / 20 °C

With pyridine; hydrogenchloride; dmap; sodium periodate; osmium(VIII) oxide; thionyl chloride; water; sodium hydride; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; methanol; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ml400528y