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

Base Information

Chemical Name:dimethyl-2-(5-(2-azido-5-(methoxycarbonyl)phenyl)pent-4-yn-1-yl)malonate
CAS No.:1333392-22-5
Molecular Formula:C₁₈H₁₉N₃O₆
Molecular Weight:373.365
Hs Code.:

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

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Chemical Property of dimethyl-2-(5-(2-azido-5-(methoxycarbonyl)phenyl)pent-4-yn-1-yl)malonate

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Technology Process of dimethyl-2-(5-(2-azido-5-(methoxycarbonyl)phenyl)pent-4-yn-1-yl)malonate

There total 4 articles about dimethyl-2-(5-(2-azido-5-(methoxycarbonyl)phenyl)pent-4-yn-1-yl)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: 63.0%

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

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

Guidance literature:: With sulfuric acid; sodium nitrite; In water; N,N-dimethyl-formamide; acetonitrile; at 0 ℃; for 0.5h;
DOI:10.1002/anie.201102707

Reference yield:

: 19718-49-1
4-amino-3-iodobenzoic acid methyl ester

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

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 24 h / 30 °C / Inert atmosphere

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

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sulfuric acid; triethylamine; sodium nitrite; In water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/anie.201102707

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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