(S)-5-chloro-N-(1-(3,5-difluorophenyl)-2-hydroxyethyl)-N-(prop-2-ynyl)thiophene-2-sulfonamide

Base Information

Chemical Name:(S)-5-chloro-N-(1-(3,5-difluorophenyl)-2-hydroxyethyl)-N-(prop-2-ynyl)thiophene-2-sulfonamide
CAS No.:1589473-89-1
Molecular Formula:C₁₅H₁₂ClF₂NO₃S₂
Molecular Weight:391.847
Hs Code.:

Synonyms:(S)-5-chloro-N-(1-(3,5-difluorophenyl)-2-hydroxyethyl)-N-(prop-2-ynyl)thiophene-2-sulfonamide

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Chemical Property of (S)-5-chloro-N-(1-(3,5-difluorophenyl)-2-hydroxyethyl)-N-(prop-2-ynyl)thiophene-2-sulfonamide

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Technology Process of (S)-5-chloro-N-(1-(3,5-difluorophenyl)-2-hydroxyethyl)-N-(prop-2-ynyl)thiophene-2-sulfonamide

There total 7 articles about (S)-5-chloro-N-(1-(3,5-difluorophenyl)-2-hydroxyethyl)-N-(prop-2-ynyl)thiophene-2-sulfonamide 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: 62.0%

: 1589473-84-6
(S)-5-chloro-N-(1-(3,5-difluorophenyl)-2-hydroxyethyl)thiophene-2-sulfonamide

: 624-65-7
2-propynyl chloride

: 1589473-89-1
(S)-5-chloro-N-(1-(3,5-difluorophenyl)-2-hydroxyethyl)-N-(prop-2-ynyl)thiophene-2-sulfonamide

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

: 1589473-89-1
(S)-5-chloro-N-(1-(3,5-difluorophenyl)-2-hydroxyethyl)-N-(prop-2-ynyl)thiophene-2-sulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: N-ethyl-N,N-diisopropylamine; di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 1.25 h / -78 - 0 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

2.1: sodium azide / acetonitrile / 7 h / 0 - 20 °C

3.1: lithium borohydride / tetrahydrofuran; water / 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; sodium azide; di-n-butylboryl trifluoromethanesulfonate; palladium 10% on activated carbon; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/ardp.201300283

Reference yield:

: 1589473-77-7
(R)-4-benzyl-3-((R)-2-bromo-2-(3,5-difluorophenyl)acetyl)oxazolidin-2-one

: 1589473-89-1
(S)-5-chloro-N-(1-(3,5-difluorophenyl)-2-hydroxyethyl)-N-(prop-2-ynyl)thiophene-2-sulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium azide / acetonitrile / 7 h / 0 - 20 °C

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