2(R)-(3-chloro-4-methylsulfanyl-phenyl)-3-(2-hydroxycyclopentyl)-N-[2(R)-hydroxy-1(R)-methyl-2(R)-phenylethyl]-N-methyl-proprionamide

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Chemical Name:2(R)-(3-chloro-4-methylsulfanyl-phenyl)-3-(2-hydroxycyclopentyl)-N-[2(R)-hydroxy-1(R)-methyl-2(R)-phenylethyl]-N-methyl-proprionamide
CAS No.:625113-43-1
Molecular Formula:C₂₅H₃₂ClNO₃S
Molecular Weight:462.053
Hs Code.:

Synonyms:2(R)-(3-chloro-4-methylsulfanyl-phenyl)-3-(2-hydroxycyclopentyl)-N-[2(R)-hydroxy-1(R)-methyl-2(R)-phenylethyl]-N-methyl-proprionamide

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Chemical Property of 2(R)-(3-chloro-4-methylsulfanyl-phenyl)-3-(2-hydroxycyclopentyl)-N-[2(R)-hydroxy-1(R)-methyl-2(R)-phenylethyl]-N-methyl-proprionamide

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Technology Process of 2(R)-(3-chloro-4-methylsulfanyl-phenyl)-3-(2-hydroxycyclopentyl)-N-[2(R)-hydroxy-1(R)-methyl-2(R)-phenylethyl]-N-methyl-proprionamide

There total 9 articles about 2(R)-(3-chloro-4-methylsulfanyl-phenyl)-3-(2-hydroxycyclopentyl)-N-[2(R)-hydroxy-1(R)-methyl-2(R)-phenylethyl]-N-methyl-proprionamide 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: 93.0%

: 2(R)-(3-chloro-4-methylsulfanylphenyl)-N-[2(R)-hydroxy-1(R)-methyl-2(R)-phenylethyl]-N-methyl-3-[2-(tetrahydropyran-2-yloxy)cyclopentyl]proprionamide

: 625113-43-1
2(R)-(3-chloro-4-methylsulfanyl-phenyl)-3-(2-hydroxycyclopentyl)-N-[2(R)-hydroxy-1(R)-methyl-2(R)-phenylethyl]-N-methyl-proprionamide

Guidance literature:: With pyridinium p-toluenesulfonate; In ethanol; at 55 ℃; for 2h;

Reference yield:

: 58393-19-4
2-(tetrahydro-pyran-2-yloxy)-cyclopentanecarboxylic acid ethyl ester

: 625113-43-1
2(R)-(3-chloro-4-methylsulfanyl-phenyl)-3-(2-hydroxycyclopentyl)-N-[2(R)-hydroxy-1(R)-methyl-2(R)-phenylethyl]-N-methyl-proprionamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 18 h / 0 - 25 °C / Inert atmosphere

2.1: triphenylphosphine; 1H-imidazole; iodine / dichloromethane / 3 h / 0 - 25 °C / Inert atmosphere

3.1: lithium hexamethyldisilazane; n-butyllithium / hexane; tetrahydrofuran / 1 h / -45 - 0 °C / Inert atmosphere

3.2: 3 h / -45 - 0 °C / Inert atmosphere

4.1: pyridinium p-toluenesulfonate / ethanol / 2 h / 50 °C / Inert atmosphere

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; iodine; pyridinium p-toluenesulfonate; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.1021/jm3008689

Reference yield:

: 17733-22-1
2-chlorothioanisole

: 625113-43-1
2(R)-(3-chloro-4-methylsulfanyl-phenyl)-3-(2-hydroxycyclopentyl)-N-[2(R)-hydroxy-1(R)-methyl-2(R)-phenylethyl]-N-methyl-proprionamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: aluminum (III) chloride / chloroform / 0.5 h / 0 °C / Inert atmosphere

1.2: 4 h / 0 - 20 °C / Inert atmosphere

2.1: sodium hydroxide; water / toluene / 1.5 h / 50 - 60 °C / Inert atmosphere

3.1: hydrazine hydrate; potassium hydroxide / 16 h / -50 - 100 °C / Inert atmosphere

4.1: potassium carbonate; pivaloyl chloride / acetone / 0.33 h / -10 - 20 °C / Inert atmosphere

5.1: lithium hexamethyldisilazane; n-butyllithium / hexane; tetrahydrofuran / 1 h / -45 - 0 °C / Inert atmosphere

5.2: 3 h / -45 - 0 °C / Inert atmosphere

6.1: pyridinium p-toluenesulfonate / ethanol / 2 h / 50 °C / Inert atmosphere

With aluminum (III) chloride; n-butyllithium; water; pyridinium p-toluenesulfonate; pivaloyl chloride; potassium carbonate; hydrazine hydrate; potassium hydroxide; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; hexane; chloroform; acetone; toluene;
DOI:10.1021/jm3008689