methyl 1-(5-oxo-5-r(phenylmethyl)oxylpentyl)-3-phenyl-1H-indole-6-carboxylate

Base Information

• Chemical Name: methyl 1-(5-oxo-5-r(phenylmethyl)oxylpentyl)-3-phenyl-1H-indole-6-carboxylate
• CAS No.: 1198592-75-4
• Molecular Formula: C₂₈H₂₇NO₄
• Molecular Weight: 441.527
• Mol file: 1198592-75-4.mol

Synonyms:methyl 1-(5-oxo-5-r(phenylmethyl)oxylpentyl)-3-phenyl-1H-indole-6-carboxylate

Chemical Property of methyl 1-(5-oxo-5-r(phenylmethyl)oxylpentyl)-3-phenyl-1H-indole-6-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 1-(5-oxo-5-r(phenylmethyl)oxylpentyl)-3-phenyl-1H-indole-6-carboxylate

There total 5 articles about methyl 1-(5-oxo-5-r(phenylmethyl)oxylpentyl)-3-phenyl-1H-indole-6-carboxylate 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: 63.0%

3-phenylindole-6-carboxylic acid methyl ester (1038997-75-9) + benzyl 5-chloropentanoate (56703-28-7) → methyl 1-(5-oxo-5-r(phenylmethyl)oxylpentyl)-3-phenyl-1H-indole-6-carboxylate (1198592-75-4)

Guidance literature:

With caesium carbonate; In acetonitrile; for 16h; Reflux;

Reference yield:

indole-6-carboxylic acid methyl ester (50820-65-0) → methyl 1-(5-oxo-5-r(phenylmethyl)oxylpentyl)-3-phenyl-1H-indole-6-carboxylate (1198592-75-4)

Guidance literature:

Multi-step reaction with 5 steps

1: N-Bromosuccinimide / N,N-dimethyl-formamide / -60 - 20 °C

2: dmap / tetrahydrofuran / 16 h / 20 °C

3: caesium carbonate / Pd tetrakis / 1,2-dimethoxyethane; water / 22 h / Heating; Reflux

4: hydrogenchloride / ethyl acetate

5: caesium carbonate / acetonitrile / 16 h / Reflux

With hydrogenchloride; dmap; N-Bromosuccinimide; caesium carbonate; Pd tetrakis; In tetrahydrofuran; 1,2-dimethoxyethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

3-bromoindole-1,6-dicarboxylic acid 1-tert-butyl ester 6-methyl ester (479552-81-3) → methyl 1-(5-oxo-5-r(phenylmethyl)oxylpentyl)-3-phenyl-1H-indole-6-carboxylate (1198592-75-4)

Guidance literature:

Multi-step reaction with 3 steps

1: caesium carbonate / Pd tetrakis / 1,2-dimethoxyethane; water / 22 h / Heating; Reflux

2: hydrogenchloride / ethyl acetate

3: caesium carbonate / acetonitrile / 16 h / Reflux

With hydrogenchloride; caesium carbonate; Pd tetrakis; In 1,2-dimethoxyethane; water; ethyl acetate; acetonitrile;

upstream raw materials:

3-phenylindole-6-carboxylic acid methyl ester

benzyl 5-chloropentanoate

indole-6-carboxylic acid methyl ester

3-bromoindole-1,6-dicarboxylic acid 1-tert-butyl ester 6-methyl ester

Downstream raw materials:

methyl 1-(5-{[4-(1-methylethyl)phenyl]amino}-5-oxopentyl)-3-phenyl-1H-indole-6-carboxylate