methyl 2-[(4-methoxybenzyl)(2-methyl-4-oxocyclohex-2-en-1-yl)carbamoyl]-5-phenylpent-4-ynoate

Base Information

Chemical Name:methyl 2-[(4-methoxybenzyl)(2-methyl-4-oxocyclohex-2-en-1-yl)carbamoyl]-5-phenylpent-4-ynoate
CAS No.:1357267-07-2
Molecular Formula:C₂₈H₂₉NO₅
Molecular Weight:459.542
Hs Code.:

Synonyms:methyl 2-[(4-methoxybenzyl)(2-methyl-4-oxocyclohex-2-en-1-yl)carbamoyl]-5-phenylpent-4-ynoate

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Chemical Property of methyl 2-[(4-methoxybenzyl)(2-methyl-4-oxocyclohex-2-en-1-yl)carbamoyl]-5-phenylpent-4-ynoate

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Technology Process of methyl 2-[(4-methoxybenzyl)(2-methyl-4-oxocyclohex-2-en-1-yl)carbamoyl]-5-phenylpent-4-ynoate

There total 8 articles about methyl 2-[(4-methoxybenzyl)(2-methyl-4-oxocyclohex-2-en-1-yl)carbamoyl]-5-phenylpent-4-ynoate 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: 81.0%

: 591-50-4
iodobenzene

: 1357266-95-5
methyl 2-[4-methoxybenzyl(2-methyl-4-oxocyclohex-2-en-1-yl)carbamoyl]pent-4-ynoate

: 1357267-07-2
methyl 2-[(4-methoxybenzyl)(2-methyl-4-oxocyclohex-2-en-1-yl)carbamoyl]-5-phenylpent-4-ynoate

Guidance literature:: iodobenzene; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere;

methyl 2-[4-methoxybenzyl(2-methyl-4-oxocyclohex-2-en-1-yl)carbamoyl]pent-4-ynoate; In N,N-dimethyl-formamide; at 20 ℃; for 6h; Inert atmosphere;
DOI:10.1021/ol2033674

Reference yield:

: 1096689-40-5
2-(2-propynyl)malonic acid monomethyl ester

: 1357267-07-2
methyl 2-[(4-methoxybenzyl)(2-methyl-4-oxocyclohex-2-en-1-yl)carbamoyl]-5-phenylpent-4-ynoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / pentane / 2 h / 20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 0.75 h / 0 °C / Inert atmosphere

3.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

3.2: 6 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In dichloromethane; N,N-dimethyl-formamide; pentane; 3.1: Sonogashira coupling / 3.2: Sonogashira coupling;
DOI:10.1021/ol2033674

Reference yield:

: 1357266-62-6
potassium 2-(methoxycarbonyl)pent-4-ynoate

: 1357267-07-2
methyl 2-[(4-methoxybenzyl)(2-methyl-4-oxocyclohex-2-en-1-yl)carbamoyl]-5-phenylpent-4-ynoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogenchloride; water / 20 °C

2.1: oxalyl dichloride; N,N-dimethyl-formamide / pentane / 2 h / 20 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 0.75 h / 0 °C / Inert atmosphere

4.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

4.2: 6 h / 20 °C / Inert atmosphere

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; oxalyl dichloride; water; triethylamine; N,N-dimethyl-formamide; In dichloromethane; N,N-dimethyl-formamide; pentane; 4.1: Sonogashira coupling / 4.2: Sonogashira coupling;
DOI:10.1021/ol2033674