dimethyl 2-(3-(3-((4-chlorobenzyl)oxy)-5-(methoxycarbonyl)-1H-indol-2-yl)propyl)malonate

Base Information

Chemical Name:dimethyl 2-(3-(3-((4-chlorobenzyl)oxy)-5-(methoxycarbonyl)-1H-indol-2-yl)propyl)malonate
CAS No.:1333391-84-6
Molecular Formula:C₂₅H₂₆ClNO₇
Molecular Weight:487.937
Hs Code.:

Synonyms:dimethyl 2-(3-(3-((4-chlorobenzyl)oxy)-5-(methoxycarbonyl)-1H-indol-2-yl)propyl)malonate

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Chemical Property of dimethyl 2-(3-(3-((4-chlorobenzyl)oxy)-5-(methoxycarbonyl)-1H-indol-2-yl)propyl)malonate

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Technology Process of dimethyl 2-(3-(3-((4-chlorobenzyl)oxy)-5-(methoxycarbonyl)-1H-indol-2-yl)propyl)malonate

There total 5 articles about dimethyl 2-(3-(3-((4-chlorobenzyl)oxy)-5-(methoxycarbonyl)-1H-indol-2-yl)propyl)malonate 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: 86.0%

: 1333392-22-5
dimethyl-2-(5-(2-azido-5-(methoxycarbonyl)phenyl)pent-4-yn-1-yl)malonate

: 873-76-7
para-Chlorobenzyl alcohol

: 1333391-84-6
dimethyl 2-(3-(3-((4-chlorobenzyl)oxy)-5-(methoxycarbonyl)-1H-indol-2-yl)propyl)malonate

Guidance literature:: With IAdAuNTf₂; In 1,2-dichloro-ethane; at 54 ℃; for 3h; Inert atmosphere;
DOI:10.1002/anie.201102707

Reference yield:

: 1333392-17-8
dimethyl 2-(5-(2-amino-5-(methoxycarbonyl)phenyl)pent-4-yn-1-yl)malonate

: 1333391-84-6
dimethyl 2-(3-(3-((4-chlorobenzyl)oxy)-5-(methoxycarbonyl)-1H-indol-2-yl)propyl)malonate

Guidance literature:: Multi-step reaction with 2 steps

1: sulfuric acid; sodium nitrite / water; N,N-dimethyl-formamide; acetonitrile / 0.5 h / 0 °C

2: IAdAuNTf₂ / 1,2-dichloro-ethane / 3 h / 54 °C / Inert atmosphere

With sulfuric acid; IAdAuNTf₂; sodium nitrite; In water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile; 2: Claisen rearrangement;
DOI:10.1002/anie.201102707

Reference yield:

: 99512-09-1
3-amino-4-nitrobenzoic acid methyl ester

: 1333391-84-6
dimethyl 2-(3-(3-((4-chlorobenzyl)oxy)-5-(methoxycarbonyl)-1H-indol-2-yl)propyl)malonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: iron(III) chloride hexahydrate; pyrographite; hydrazine hydrate / methanol / 2 h / Reflux

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 0.17 h / 30 °C / Inert atmosphere

2.2: 24 h / 30 °C / Inert atmosphere

3.1: sulfuric acid; sodium nitrite / water; N,N-dimethyl-formamide; acetonitrile / 0.5 h / 0 °C

4.1: IAdAuNTf₂ / 1,2-dichloro-ethane / 3 h / 54 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; iron(III) chloride hexahydrate; sulfuric acid; IAdAuNTf₂; pyrographite; hydrazine hydrate; triethylamine; sodium nitrite; In methanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile; 4.1: Claisen rearrangement;
DOI:10.1002/anie.201102707