2-tert-Butoxy-2-oxoethyl [1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate

Base Information

• Chemical Name: 2-tert-Butoxy-2-oxoethyl [1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate
• CAS No.: 75302-98-6
• Molecular Formula: C25H26 Cl N O6
• Molecular Weight: 471.938
• European Community (EC) Number: 616-210-6
• UNII: RNL06PB8AN
• DSSTox Substance ID: DTXSID80539065
• Wikidata: Q82414695
• Mol file: 75302-98-6.mol

Synonyms:75302-98-6;RNL06PB8AN;tert-Butyl acemetacin;2-tert-Butoxy-2-oxoethyl [1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate;UNII-RNL06PB8AN;[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl] 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetate;EC 616-210-6;1H-Indole-3-aceticacid, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-,2-(1,1-dimethylethoxy)-2-oxoethyl ester;(tert-Butoxycarbonyl)methyl 2-(1-((4-chlorophenyl)carbonyl)-5-methoxy-2-methylindol-3-yl)acetate;ACEMETACINTERT-BUTYLESTER;SCHEMBL220242;DTXSID80539065;FPYWWHOBBPHPFR-UHFFFAOYSA-N;ACEMETACIN TERT-BUTYL ESTER;AKOS001223232;ACEMETACIN 1,1-DIMETHYLETHYL ESTER;ACEMETACIN IMPURITY E [EP IMPURITY];NS00008627;A899945;Z54071712;((tert-Butyl)oxycarbonyl)methyl 2-(1-((4-chlorophenyl)carbonyl)-5-methoxy-2-methylindol-3-yl)acetate;1,1-DIMETHYLETHYL (((1-(4-CHLOROBENZOYL)-5-METHOXY-2-METHYL-1H-INDOL-3-YL)ACETYL)OXY)ACETATE;1H-Indole-3-acetic acid, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-, 2-(1,1-dimethylethoxy)-2-oxoethyl ester

Chemical Property of 2-tert-Butoxy-2-oxoethyl [1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate

Chemical Property:

• Vapor Pressure: 0Pa at 25℃
• PSA: 83.83000
• LogP: 4.72760
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 471.1448652
• Heavy Atom Count: 33
• Complexity: 714

Purity/Quality:

99.9% ^*data from raw suppliers

ACEMETACIN TERTBUTYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=C(N1C(=O)C3=CC=C(C=C3)Cl)C=CC(=C2)OC)CC(=O)OCC(=O)OC(C)(C)C

Technology Process of 2-tert-Butoxy-2-oxoethyl [1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate

There total 2 articles about 2-tert-Butoxy-2-oxoethyl [1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate 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: 95.7%

tert-Butyl chloroacetate (107-59-5) + [1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid (53-86-1) → acemetacin tert-butyl ester (75302-98-6)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; sodium carbonate; In toluene; at 75 ℃; for 45h; Large scale;

Reference yield: 88.0%

bromoacetic acid tert-butyl ester (5292-43-3) + [1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid (53-86-1) → acemetacin tert-butyl ester (75302-98-6)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

Reference yield: 99.45%

acemetacin tert-butyl ester (75302-98-6) → acemetacin (53164-05-9)

Guidance literature:

With hydrogenchloride; acetic anhydride; In acetic acid; at 80 ℃; for 5h; Large scale;

upstream raw materials:

bromoacetic acid tert-butyl ester

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid

tert-Butyl chloroacetate

Downstream raw materials:

acemetacin

O-Desmethyl-Indomethacin

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid

Refernces

• 1、 -. "Nitrosated nonsteroidal antiinflammatory compounds, compositions and methods of use related applications". Page/Page column 52. . Retrieved 2010/11/30.