{6-fluoro-4-[4-(2-hydroxy-ethylsulfamoyl)-phenyl]-3-methyl-naphthalen-2-yl}-acetic acid

Base Information

• Chemical Name: {6-fluoro-4-[4-(2-hydroxy-ethylsulfamoyl)-phenyl]-3-methyl-naphthalen-2-yl}-acetic acid
• CAS No.: 1451094-53-3
• Molecular Formula: C₂₁H₂₀FNO₅S
• Molecular Weight: 417.458
• Mol file: 1451094-53-3.mol

Synonyms:{6-fluoro-4-[4-(2-hydroxy-ethylsulfamoyl)-phenyl]-3-methyl-naphthalen-2-yl}-acetic acid

Chemical Property of {6-fluoro-4-[4-(2-hydroxy-ethylsulfamoyl)-phenyl]-3-methyl-naphthalen-2-yl}-acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {6-fluoro-4-[4-(2-hydroxy-ethylsulfamoyl)-phenyl]-3-methyl-naphthalen-2-yl}-acetic acid

There total 10 articles about {6-fluoro-4-[4-(2-hydroxy-ethylsulfamoyl)-phenyl]-3-methyl-naphthalen-2-yl}-acetic acid 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: 59.0%

{6-fluoro-4-[4-(2-hydroxy-ethylsulfamoyl)-phenyl]-3-methyl-naphthalen-2-yl}-acetic acid methyl ester (1451094-54-4) → {6-fluoro-4-[4-(2-hydroxy-ethylsulfamoyl)-phenyl]-3-methyl-naphthalen-2-yl}-acetic acid (1451094-53-3)

Guidance literature:

{6-fluoro-4-[4-(2-hydroxy-ethylsulfamoyl)-phenyl]-3-methyl-naphthalen-2-yl}-acetic acid methyl ester; With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 20 ℃; for 16h;

With hydrogenchloride; In water; pH=Ca. 2;

Reference yield:

4-bromobenzenesulfonyl chloride (98-58-8) → {6-fluoro-4-[4-(2-hydroxy-ethylsulfamoyl)-phenyl]-3-methyl-naphthalen-2-yl}-acetic acid (1451094-53-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dmap / dichloromethane / 0.5 h / 0 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; 1,2-dimethoxyethane / 2 h / Inert atmosphere; Reflux

3.1: lithium hydroxide monohydrate / water; tetrahydrofuran / 16 h / 20 °C

3.2: pH Ca_. 2

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium hydroxide monohydrate; sodium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water;

Reference yield:

4-benzyloxy-6-fluoro-3-methyl-naphthalene-2-carboxylic acid methyl ester (1227258-98-1) → {6-fluoro-4-[4-(2-hydroxy-ethylsulfamoyl)-phenyl]-3-methyl-naphthalen-2-yl}-acetic acid (1451094-53-3)

Guidance literature:

Multi-step reaction with 8 steps

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

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

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

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

5.1: pyridine / dichloromethane / 3.17 h / 0 - 20 °C

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere

7.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; 1,2-dimethoxyethane / 2 h / Inert atmosphere; Reflux

8.1: lithium hydroxide monohydrate / water; tetrahydrofuran / 16 h / 20 °C

8.2: pH Ca_. 2

With pyridine; tetrachloromethane; bis-triphenylphosphine-palladium(II) chloride; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium hydroxide monohydrate; palladium 10% on activated carbon; hydrogen; potassium acetate; sodium carbonate; potassium carbonate; triphenylphosphine; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

4-bromobenzenesulfonyl chloride

[6-fluoro-3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-naphthalen-2-yl]-acetic acid methyl ester

4-bromo-N-(2-hydroxy-ethyl)-benzenesulfonamide

6-fluoro-4-hydroxy-3-methyl-naphthalene-2-carboxylic acid

Refernces