(R)-4-chloro-N-(1-(3,5-difluorophenyl)-2-hydroxyethyl)-N-(prop-2-ynyl)benzenesulfonamide

Base Information

Chemical Name:(R)-4-chloro-N-(1-(3,5-difluorophenyl)-2-hydroxyethyl)-N-(prop-2-ynyl)benzenesulfonamide
CAS No.:1589474-00-9
Molecular Formula:C₁₇H₁₄ClF₂NO₃S
Molecular Weight:385.819
Hs Code.:

Synonyms:(R)-4-chloro-N-(1-(3,5-difluorophenyl)-2-hydroxyethyl)-N-(prop-2-ynyl)benzenesulfonamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-4-chloro-N-(1-(3,5-difluorophenyl)-2-hydroxyethyl)-N-(prop-2-ynyl)benzenesulfonamide

Chemical Property:

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Technology Process of (R)-4-chloro-N-(1-(3,5-difluorophenyl)-2-hydroxyethyl)-N-(prop-2-ynyl)benzenesulfonamide

There total 7 articles about (R)-4-chloro-N-(1-(3,5-difluorophenyl)-2-hydroxyethyl)-N-(prop-2-ynyl)benzenesulfonamide 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: 57.0%

: 1589473-83-5
(R)-4-chloro-N-(1-(3,5-difluorophenyl)-2-hydroxyethyl)benzenesulfonamide

: 624-65-7
2-propynyl chloride

: 1589474-00-9
(R)-4-chloro-N-(1-(3,5-difluorophenyl)-2-hydroxyethyl)-N-(prop-2-ynyl)benzenesulfonamide

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1002/ardp.201300283

Reference yield:

: 1589473-76-6
(R)-4-benzyl-3-(2-(3,5-difluorophenyl)acetyl)oxazolidin-2-one

: 1589474-00-9
(R)-4-chloro-N-(1-(3,5-difluorophenyl)-2-hydroxyethyl)-N-(prop-2-ynyl)benzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium hexamethylsilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 0.17 h / -78 °C / Inert atmosphere

2.1: lithium borohydride; water / tetrahydrofuran / 24.5 h / 0 - 20 °C

3.1: palladium 10% on activated carbon; hydrogen / methanol / 4 h / Inert atmosphere

4.1: pyridine / dichloromethane / 0.25 h / 20 °C

4.2: 24 h

5.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

With pyridine; lithium borohydride; palladium 10% on activated carbon; water; hydrogen; potassium hexamethylsilazane; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ardp.201300283

Reference yield:

: 105184-38-1
3,5-difluorophenyl acetic acid

: 1589474-00-9
(R)-4-chloro-N-(1-(3,5-difluorophenyl)-2-hydroxyethyl)-N-(prop-2-ynyl)benzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: pivaloyl chloride; triethylamine / tetrahydrofuran / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 - 0 °C / Inert atmosphere

2.1: potassium hexamethylsilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: 0.17 h / -78 °C / Inert atmosphere

3.1: lithium borohydride; water / tetrahydrofuran / 24.5 h / 0 - 20 °C

4.1: palladium 10% on activated carbon; hydrogen / methanol / 4 h / Inert atmosphere

5.1: pyridine / dichloromethane / 0.25 h / 20 °C

5.2: 24 h

6.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

With pyridine; lithium borohydride; palladium 10% on activated carbon; water; hydrogen; pivaloyl chloride; potassium hexamethylsilazane; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ardp.201300283