3-[N-(p-chlorobenzyl)-3-(t-butylthio)-5-methoxyindol-2-yl]-2,2-dimethylpropanoic acid

Base Information

• Chemical Name: 3-[N-(p-chlorobenzyl)-3-(t-butylthio)-5-methoxyindol-2-yl]-2,2-dimethylpropanoic acid
• CAS No.: 136694-16-1
• Molecular Formula: C₂₅H₃₀ClNO₃S
• Molecular Weight: 460.037

Synonyms:3-[N-(p-chlorobenzyl)-3-(t-butylthio)-5-methoxyindol-2-yl]-2,2-dimethylpropanoic acid

Chemical Property of 3-[N-(p-chlorobenzyl)-3-(t-butylthio)-5-methoxyindol-2-yl]-2,2-dimethylpropanoic acid

Chemical Property:

Purity/Quality:

3-(3-(tert-Butylthio)-1-(4-chlorobenzyl)-5-methoxy-1H-indol-2-yl)-2,2-dimethylpropanoicacid 97% ^*data from reagent suppliers

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Technology Process of 3-[N-(p-chlorobenzyl)-3-(t-butylthio)-5-methoxyindol-2-yl]-2,2-dimethylpropanoic acid

There total 4 articles about 3-[N-(p-chlorobenzyl)-3-(t-butylthio)-5-methoxyindol-2-yl]-2,2-dimethylpropanoic 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:

3-[1-(4-chlorobenzyl)-3-(t-butylthio)-5-methoxyindol-2-yl]-2,2-dimethylpropanoic acid methyl ester (136694-15-0) → 3-[N-(p-chlorobenzyl)-3-(t-butylthio)-5-methoxyindol-2-yl]-2,2-dimethylpropanoic acid (136694-16-1)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; at 80 ℃; for 3h;

DOI:10.1021/jm00071a008

Reference yield:

1-[(4-chlorophenyl)methyl]-1-(4-methoxyphenyl)-hydrazine hydrochloride (20955-94-6) → 3-[N-(p-chlorobenzyl)-3-(t-butylthio)-5-methoxyindol-2-yl]-2,2-dimethylpropanoic acid (136694-16-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / NaOAc, glacial AcOH / toluene / 72 h / Ambient temperature

2: 1 N LiOH / methanol; tetrahydrofuran / 3 h / 80 °C

With lithium hydroxide; sodium acetate; acetic acid; In tetrahydrofuran; methanol; toluene;

DOI:10.1021/jm00071a008

Reference yield:

methyl 5-(t-butylthio)-2,2-dimethyl-4-oxopentanoate → 3-[N-(p-chlorobenzyl)-3-(t-butylthio)-5-methoxyindol-2-yl]-2,2-dimethylpropanoic acid (136694-16-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / NaOAc, glacial AcOH / toluene / 72 h / Ambient temperature

2: 1 N LiOH / methanol; tetrahydrofuran / 3 h / 80 °C

With lithium hydroxide; sodium acetate; acetic acid; In tetrahydrofuran; methanol; toluene;

DOI:10.1021/jm00071a008

upstream raw materials:

3-[1-(4-chlorobenzyl)-3-(t-butylthio)-5-methoxyindol-2-yl]-2,2-dimethylpropanoic acid methyl ester

1-[(4-chlorophenyl)methyl]-1-(4-methoxyphenyl)-hydrazine hydrochloride

Downstream raw materials:

methyl 3-[1-(4-chlorobenzyl)-3-(1,1-dimethylethylthio)-5-hydroxyindol-2-yl]-2,2-dimethylpropionate

methyl 3-[N-(p-t-butylthiobenzyl)-5-hydroxy-3-(t-butylthio)indol-2-yl]-2,2-dimethyl propanoate

methyl 3-[1-(4-chlorobenzyl)-5-hydroxyindol-2-yl]-2,2-dimethylpropanoate

3-[3-tert-Butylsulfanyl-1-(4-chloro-benzyl)-5-(2-methyl-allyloxy)-1H-indol-2-yl]-2,2-dimethyl-propionic acid methyl ester

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