tert-butyl 2-[(4-methoxybenzyl)(2-methyl-4-oxocyclohex-2-en-1-yl)carbamoyl]pent-4-ynoate

Base Information

Chemical Name:tert-butyl 2-[(4-methoxybenzyl)(2-methyl-4-oxocyclohex-2-en-1-yl)carbamoyl]pent-4-ynoate
CAS No.:1357267-02-7
Molecular Formula:C₂₅H₃₁NO₅
Molecular Weight:425.525
Hs Code.:

Synonyms:tert-butyl 2-[(4-methoxybenzyl)(2-methyl-4-oxocyclohex-2-en-1-yl)carbamoyl]pent-4-ynoate

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Chemical Property of tert-butyl 2-[(4-methoxybenzyl)(2-methyl-4-oxocyclohex-2-en-1-yl)carbamoyl]pent-4-ynoate

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Technology Process of tert-butyl 2-[(4-methoxybenzyl)(2-methyl-4-oxocyclohex-2-en-1-yl)carbamoyl]pent-4-ynoate

There total 6 articles about tert-butyl 2-[(4-methoxybenzyl)(2-methyl-4-oxocyclohex-2-en-1-yl)carbamoyl]pent-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: 70.0%

: 1357266-69-3
tert-butyl 2-(chlorocarbonyl)pent-4-ynoate

: 1357266-38-6
4-[(4-methoxybenzyl)amino]-3-methylcyclohex-2-en-1-one

: 1357267-02-7
tert-butyl 2-[(4-methoxybenzyl)(2-methyl-4-oxocyclohex-2-en-1-yl)carbamoyl]pent-4-ynoate

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 0.75h; Inert atmosphere;
DOI:10.1021/ol2033674

Reference yield:

: 31883-98-4
3-methylcyclohex-3-en-1-one

: 1357267-02-7
tert-butyl 2-[(4-methoxybenzyl)(2-methyl-4-oxocyclohex-2-en-1-yl)carbamoyl]pent-4-ynoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran; methyl cyclohexane / 1 h / -78 °C / Inert atmosphere

1.2: 0.17 h / -78 °C / Inert atmosphere

2.1: dimethyl sulfoxide / 0.5 h / 20 °C / Inert atmosphere

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

With triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; methyl cyclohexane; dimethyl sulfoxide;
DOI:10.1021/ol2033674

Reference yield:

: 32864-38-3
tert-Butyl ethyl malonate

: 1357267-02-7
tert-butyl 2-[(4-methoxybenzyl)(2-methyl-4-oxocyclohex-2-en-1-yl)carbamoyl]pent-4-ynoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C / Inert atmosphere

1.2: 12 h / 0 - 20 °C / Inert atmosphere

2.1: potassium hydroxide / methanol / 24 h / 20 °C

2.2: 20 °C

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

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

With oxalyl dichloride; sodium hydride; triethylamine; N,N-dimethyl-formamide; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane; mineral oil; pentane;
DOI:10.1021/ol2033674