4-[(1R,2S)-1-(4-chlorophenyl)-1-{7-fluoro-5-methyl-1-[(4-nitrophenyl)sulfonyl]-1H-indol-3-yl}pentan-2-yl]benzoic acid

Base Information

• Chemical Name: 4-[(1R,2S)-1-(4-chlorophenyl)-1-{7-fluoro-5-methyl-1-[(4-nitrophenyl)sulfonyl]-1H-indol-3-yl}pentan-2-yl]benzoic acid
• CAS No.: 1234779-89-5
• Molecular Formula: C₃₃H₂₈ClFN₂O₆S
• Molecular Weight: 635.113
• Mol file: 1234779-89-5.mol

Synonyms:4-[(1R,2S)-1-(4-chlorophenyl)-1-{7-fluoro-5-methyl-1-[(4-nitrophenyl)sulfonyl]-1H-indol-3-yl}pentan-2-yl]benzoic acid

Chemical Property of 4-[(1R,2S)-1-(4-chlorophenyl)-1-{7-fluoro-5-methyl-1-[(4-nitrophenyl)sulfonyl]-1H-indol-3-yl}pentan-2-yl]benzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(1R,2S)-1-(4-chlorophenyl)-1-{7-fluoro-5-methyl-1-[(4-nitrophenyl)sulfonyl]-1H-indol-3-yl}pentan-2-yl]benzoic acid

There total 16 articles about 4-[(1R,2S)-1-(4-chlorophenyl)-1-{7-fluoro-5-methyl-1-[(4-nitrophenyl)sulfonyl]-1H-indol-3-yl}pentan-2-yl]benzoic 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:

4-{(1R)-1-[(R)-(4-chlorophenyl)(hydroxyl)methyl]butyl}benzoic acid (1232143-62-2) + 7-fluoro-5-methyl-1-[(4-nitrophenyl)sulfonyl]-1H-indole (1234779-88-4) → 4-[(1S,2S)-1-(4-chlorophenyl)-1-{7-fluoro-5-methyl-1-[(4-nitrophenyl)sulfonyl]-1H-indol-3-yl}pentan-2-yl]benzoic acid + 4-[(1R,2S)-1-(4-chlorophenyl)-1-{7-fluoro-5-methyl-1-[(4-nitrophenyl)sulfonyl]-1H-indol-3-yl}pentan-2-yl]benzoic acid (1234779-89-5)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 18h; Product distribution / selectivity;

Reference yield:

7-fluoro-5-methyl-2-(trimethylsilyl)-1H-indole (1403878-67-0) → 4-[(1R,2S)-1-(4-chlorophenyl)-1-{7-fluoro-5-methyl-1-[(4-nitrophenyl)sulfonyl]-1H-indol-3-yl}pentan-2-yl]benzoic acid (1234779-89-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trifluoroacetic acid / methanol; toluene; tetrahydrofuran / 5 h / 30 - 85 °C

2.1: sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / toluene / 15 °C

2.2: 20 °C

3.1: methanesulfonic acid / trifluoroacetic acid / 20 h / 22 °C

With methanesulfonic acid; tetra(n-butyl)ammonium hydrogensulfate; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; methanol; toluene; trifluoroacetic acid; 3.1: |Friedel-Crafts Alkylation;

DOI:10.1021/op300249q

Reference yield:

2-fluoro-4-methyl-6-((trimethylsilyl)ethynyl)aniline → 4-[(1R,2S)-1-(4-chlorophenyl)-1-{7-fluoro-5-methyl-1-[(4-nitrophenyl)sulfonyl]-1H-indol-3-yl}pentan-2-yl]benzoic acid (1234779-89-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: copper(l) iodide / N,N-dimethyl-formamide / 100 °C

2.1: sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / toluene / 15 °C

2.2: 20 °C

3.1: boron trifluoride diethyl etherate / 1,2-dichloro-ethane / 5 - 22 °C

With copper(l) iodide; boron trifluoride diethyl etherate; tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/op300249q

upstream raw materials:

4-{(1R)-1-[(R)-(4-chlorophenyl)(hydroxyl)methyl]butyl}benzoic acid

7-fluoro-5-methyl-1-[(4-nitrophenyl)sulfonyl]-1H-indole

4-chlorobenzoyl chloride

tert-butyl-4-bromobenzoate

Downstream raw materials:

ethyl N-({4-[(1R,2S)-1-(4-chlorophenyl)-1-{7-fluoro-5-methyl-1-[(4-nitrophenyl)sulfonyl]-1H-indol-3-yl}pentan-2-yl]phenyl}carbonyl)-β-alaninate

C₃₇H₃₅ClFN₃O₇S