Ethyl 3-(3-(tert-butylthio)-1-(4-chlorobenzyl)-5-methoxy-1H-indol-2-yl)-2,2-dimethylpropanoate

Base Information

• Chemical Name: Ethyl 3-(3-(tert-butylthio)-1-(4-chlorobenzyl)-5-methoxy-1H-indol-2-yl)-2,2-dimethylpropanoate
• CAS No.: 154325-76-5
• Molecular Formula: C27H34 Cl N O3 S
• Molecular Weight: 488.091
• DSSTox Substance ID: DTXSID70601407
• Wikidata: Q72457131
• Mol file: 154325-76-5.mol

Synonyms:154325-76-5;Ethyl 3-(3-(tert-butylthio)-1-(4-chlorobenzyl)-5-methoxy-1H-indol-2-yl)-2,2-dimethylpropanoate;1H-Indole-2-propanoic acid, 1-[(4-chlorophenyl)methyl]-3-[(1,1-dimethylethyl)thio]-5-methoxy-ethyl ester;ethyl 3-[3-tert-butylsulfanyl-1-[(4-chlorophenyl)methyl]-5-methoxyindol-2-yl]-2,2-dimethylpropanoate;1H-Indole-2-propanoic acid, 1-[(4-chlorophenyl)methyl]-3-[(1,1-dimethylethyl)thio]-5-methoxy-ethyl e;ethyl 3-[3-(tert-butylsulfanyl)-1-[(4-chlorophenyl)methyl]-5-methoxy-1H-indol-2-yl]-2,2-dimethylpropanoate;JPXNJCVPJOZELR-UHFFFAOYSA-N;Ethyl 3-{3-(tert-butylsulfanyl)-1-[(4-chlorophenyl)methyl]-5-methoxy-1H-indol-2-yl}-2,2-dimethylpropanoate;SCHEMBL169604;DTXSID70601407;CS-M1698;AKOS016013801;AS-74838;ethyl 3-[1-(4-chlorobenzyl)-3-(1,1-dimethylethylthio)-5-methoxyindol-2-yl]-2,2-dimethylpropionate;DB-064035;D72238;ethyl 3-(1-(4-chlorobenzyl)-3-(t-butylthio)-5-methoxyindol-2-yl)-2,2-dimethylpropionate;3-[1-(4-Chloro-benzyl)-3-tert-butylsulfanyl-5-methoxy-1H-indol-2-yl]-2,2-dimethyl-propionic acid ethyl ester;ethyl 3-(1-(4-chlorobenzyl)-5-methoxy-3-((2-methyl-2-propanyl)sulfanyl)-1h-indol-2-yl)-2,2-dimethylpropanoate

Chemical Property of Ethyl 3-(3-(tert-butylthio)-1-(4-chlorobenzyl)-5-methoxy-1H-indol-2-yl)-2,2-dimethylpropanoate

Chemical Property:

• Boiling Point: 601.5±55.0 °C(Predicted)
• PSA: 65.76000
• Density: 1.13
• LogP: 6.73790
• XLogP3: 7.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 487.1947928
• Heavy Atom Count: 33
• Complexity: 644

Purity/Quality:

99% ^*data from raw suppliers

Ethyl3-(3-(tert-butylthio)-1-(4-chlorobenzyl)-5-methoxy-1H-indol-2-yl)-2,2-dimethylpropanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C)(C)CC1=C(C2=C(N1CC3=CC=C(C=C3)Cl)C=CC(=C2)OC)SC(C)(C)C

Technology Process of Ethyl 3-(3-(tert-butylthio)-1-(4-chlorobenzyl)-5-methoxy-1H-indol-2-yl)-2,2-dimethylpropanoate

There total 5 articles about Ethyl 3-(3-(tert-butylthio)-1-(4-chlorobenzyl)-5-methoxy-1H-indol-2-yl)-2,2-dimethylpropanoate 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: 50.0%

1-(4-chlorobenzyl)-1-(4-methoxyphenyl)hydrazine (62646-04-2) + ethyl 5-t-butylthio-2,2-dimethyl-4-oxo-pentanoate (136558-13-9) → ethyl 3-[1-(4-chlorobenzyl)-3-(1,1-dimethylethylthio)-5-methoxyindol-2-yl]-2,2-dimethylpropionate (154325-76-5)

Guidance literature:

With acetic acid; In toluene; for 96h; Ambient temperature;

DOI:10.1016/S0968-0896(96)00265-9

Reference yield:

1-[(4-chlorophenyl)methyl]-1-(4-methoxyphenyl)-hydrazine hydrochloride (20955-94-6) + ethyl 5-t-butylthio-2,2-dimethyl-4-oxo-pentanoate (136558-13-9) → ethyl 3-[1-(4-chlorobenzyl)-3-(1,1-dimethylethylthio)-5-methoxyindol-2-yl]-2,2-dimethylpropionate (154325-76-5)

Guidance literature:

With sodium acetate; acetic acid; In toluene; at 20 ℃; for 120h;

Reference yield:

4-methoxyphenylhydrazine hydrochloride (19501-58-7) → ethyl 3-[1-(4-chlorobenzyl)-3-(1,1-dimethylethylthio)-5-methoxyindol-2-yl]-2,2-dimethylpropionate (154325-76-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / diisopropylamine, tetrabutylammonium bromide / CH₂Cl₂ / 48 h / Ambient temperature

2: 50 percent / acetic acid / toluene / 96 h / Ambient temperature

With tetrabutylammomium bromide; acetic acid; diisopropylamine; In dichloromethane; toluene;

DOI:10.1016/S0968-0896(96)00265-9

upstream raw materials:

1-(4-chlorobenzyl)-1-(4-methoxyphenyl)hydrazine

ethyl 5-t-butylthio-2,2-dimethyl-4-oxo-pentanoate

4-methoxyphenylhydrazine hydrochloride

1-Chloro-4-(chloromethyl)benzene

Downstream raw materials:

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

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

Refernces

• 1、 -. "REDUCTION OF PRO-INFLAMMATORY HDL USING A LEUKOTRIENE INHIBITOR". Paragraph 00231. . Retrieved 2018/09/12.
• 2、 -. "5-LIPOXYGENASE-ACTIVATING PROTEIN (FLAP) INHIBITORS". Page/Page column 69. . Retrieved 2008/06/13.