(R)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanoate

Base Information

Chemical Name:(R)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanoate
CAS No.:1563182-93-3
Molecular Formula:C₂₅H₄₂Cl₂N₂O₄SSi
Molecular Weight:565.677
Hs Code.:

Synonyms:(R)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanoate

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Chemical Property of (R)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanoate

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Technology Process of (R)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanoate

There total 8 articles about (R)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanoate 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: 48.0%

: 1183514-25-1
N-piperidin-4-yl-N-propylmethanesulfonamide

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

: 1563182-93-3
(R)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanoate

Guidance literature:: N-piperidin-4-yl-N-propylmethanesulfonamide; (R)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-oxobutanoate; In dichloromethane; at 20 ℃; for 6h; Molecular sieve; Inert atmosphere;

With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1021/ml400528y

Reference yield:

: 1563182-58-0
4-(methanesulfonylpropylamino)-piperidine-1-carboxylic acid benzyl ester

: 1563182-93-3
(R)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: Pd/C (30%); cyclohexa-1,4-diene / ethanol / 20 h / Inert atmosphere; Reflux

2.1: dichloromethane / 6 h / 20 °C / Molecular sieve; Inert atmosphere

2.2: 12 h / 20 °C / Inert atmosphere

With cyclohexa-1,4-diene; Pd/C (30%); In ethanol; dichloromethane;
DOI:10.1021/ml400528y

Reference yield:

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

: 1563182-93-3
(R)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanoate

Guidance literature:: Multi-step reaction with 8 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

8.1: dichloromethane / 6 h / 20 °C / Molecular sieve; Inert atmosphere

8.2: 12 h / 20 °C / Inert atmosphere

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; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ml400528y