{6-fluoro-4-[1-(toluene-4-sulfonyl)-piperidin-4-yl]-naphthalen-2-yl}-acetic acid methyl ester

Base Information

Chemical Name:{6-fluoro-4-[1-(toluene-4-sulfonyl)-piperidin-4-yl]-naphthalen-2-yl}-acetic acid methyl ester
CAS No.:1443043-00-2
Molecular Formula:C₂₅H₂₆FNO₄S
Molecular Weight:455.55
Hs Code.:

Synonyms:{6-fluoro-4-[1-(toluene-4-sulfonyl)-piperidin-4-yl]-naphthalen-2-yl}-acetic acid methyl ester

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Chemical Property of {6-fluoro-4-[1-(toluene-4-sulfonyl)-piperidin-4-yl]-naphthalen-2-yl}-acetic acid methyl ester

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Technology Process of {6-fluoro-4-[1-(toluene-4-sulfonyl)-piperidin-4-yl]-naphthalen-2-yl}-acetic acid methyl ester

There total 15 articles about {6-fluoro-4-[1-(toluene-4-sulfonyl)-piperidin-4-yl]-naphthalen-2-yl}-acetic acid methyl ester 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: 46.0%

: 1443042-91-8
(6-fluoro-4-piperidin-4-yl-naphthalen-2-yl)-acetic acid methyl ester trifluoroacetate salt

: 98-59-9
p-toluenesulfonyl chloride

: 1443043-00-2
{6-fluoro-4-[1-(toluene-4-sulfonyl)-piperidin-4-yl]-naphthalen-2-yl}-acetic acid methyl ester

Guidance literature:: (6-fluoro-4-piperidin-4-yl-naphthalen-2-yl)-acetic acid methyl ester trifluoroacetate salt; With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 0.5h;

p-toluenesulfonyl chloride; In tetrahydrofuran; at 20 ℃; for 16h;

Reference yield:

: 1368871-81-1
6-fluoro-4-hydroxy-naphthalene-2-carboxylic acid

: 1443043-00-2
{6-fluoro-4-[1-(toluene-4-sulfonyl)-piperidin-4-yl]-naphthalen-2-yl}-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: thionyl chloride / 5 h / 0 °C / Reflux

2.1: potassium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide; ethyl acetate

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

4.1: triphenylphosphine; tetrachloromethane / tetrahydrofuran / 2 h / Inert atmosphere; Reflux

5.1: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 20 °C / Inert atmosphere

6.1: palladium 10% on activated carbon; hydrogen / methanol

7.1: pyridine / dichloromethane / 2 h / 0 °C

8.1: potassium carbonate / methanol; dichloromethane / 12 h / Inert atmosphere; Reflux

9.1: palladium 10% on activated carbon; hydrogen / ethanol / 16 h / 3102.97 Torr

10.1: dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

11.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.5 h / 20 °C

11.2: 16 h / 20 °C

With pyridine; tetrachloromethane; bis-triphenylphosphine-palladium(II) chloride; lithium aluminium tetrahydride; thionyl chloride; palladium 10% on activated carbon; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 1227258-79-8
6-fluoro-4-hydroxy-naphthalene-2-carboxylic acid methyl ester

: 1443043-00-2
{6-fluoro-4-[1-(toluene-4-sulfonyl)-piperidin-4-yl]-naphthalen-2-yl}-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: potassium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide; ethyl acetate

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

3.1: triphenylphosphine; tetrachloromethane / tetrahydrofuran / 2 h / Inert atmosphere; Reflux

4.1: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 20 °C / Inert atmosphere

5.1: palladium 10% on activated carbon; hydrogen / methanol

6.1: pyridine / dichloromethane / 2 h / 0 °C

7.1: potassium carbonate / methanol; dichloromethane / 12 h / Inert atmosphere; Reflux

8.1: palladium 10% on activated carbon; hydrogen / ethanol / 16 h / 3102.97 Torr

9.1: dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

10.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.5 h / 20 °C

10.2: 16 h / 20 °C

With pyridine; tetrachloromethane; bis-triphenylphosphine-palladium(II) chloride; lithium aluminium tetrahydride; palladium 10% on activated carbon; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;