dimethyl (3E,4Z)-3-(2,2-dimethylpropylidene)-4-{methoxy[4-(methoxy)phenyl]methylene}cyclopentane-1,1-dicarboxylate

Base Information

Chemical Name:dimethyl (3E,4Z)-3-(2,2-dimethylpropylidene)-4-{methoxy[4-(methoxy)phenyl]methylene}cyclopentane-1,1-dicarboxylate
CAS No.:1370584-17-0
Molecular Formula:C₂₃H₃₀O₆
Molecular Weight:402.488
Hs Code.:

Synonyms:dimethyl (3E,4Z)-3-(2,2-dimethylpropylidene)-4-{methoxy[4-(methoxy)phenyl]methylene}cyclopentane-1,1-dicarboxylate

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Chemical Property of dimethyl (3E,4Z)-3-(2,2-dimethylpropylidene)-4-{methoxy[4-(methoxy)phenyl]methylene}cyclopentane-1,1-dicarboxylate

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Technology Process of dimethyl (3E,4Z)-3-(2,2-dimethylpropylidene)-4-{methoxy[4-(methoxy)phenyl]methylene}cyclopentane-1,1-dicarboxylate

There total 4 articles about dimethyl (3E,4Z)-3-(2,2-dimethylpropylidene)-4-{methoxy[4-(methoxy)phenyl]methylene}cyclopentane-1,1-dicarboxylate 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: 84.0%

: 67-56-1
methanol

: 1370584-03-4
4,4-bis(methoxylcarbonyl)-1-(4-methoxyphenyl)-8,8-dimethylnona-5,6-dien-1-yne

: 1370584-17-0
dimethyl (3E,4Z)-3-(2,2-dimethylpropylidene)-4-{methoxy[4-(methoxy)phenyl]methylene}cyclopentane-1,1-dicarboxylate

Guidance literature:: With chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II); at 20 ℃; for 5h; under 760.051 Torr; stereoselective reaction; Inert atmosphere;
DOI:10.1039/c2cc30640a

Reference yield:

: 1370584-31-8
methyl 6,6-dimethylhepta-3,4-dienoate

: 1370584-17-0
dimethyl (3E,4Z)-3-(2,2-dimethylpropylidene)-4-{methoxy[4-(methoxy)phenyl]methylene}cyclopentane-1,1-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.42 h / -78 °C / Inert atmosphere

1.2: 0.08 h / -78 °C / Inert atmosphere

1.3: -78 - 20 °C / Inert atmosphere

2.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / 12 h / 40 °C / Inert atmosphere

3.1: chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II) / 5 h / 20 °C / 760.05 Torr / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II); triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; 2.1: Sonogashira coupling;
DOI:10.1039/c2cc30640a

Reference yield:

: 61317-72-4
4,4-dimethylpent-1-yn-3-ol

: 1370584-17-0
dimethyl (3E,4Z)-3-(2,2-dimethylpropylidene)-4-{methoxy[4-(methoxy)phenyl]methylene}cyclopentane-1,1-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: propionic acid / 18 h / 110 °C / Inert atmosphere

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.42 h / -78 °C / Inert atmosphere

2.2: 0.08 h / -78 °C / Inert atmosphere

2.3: -78 - 20 °C / Inert atmosphere

3.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / 12 h / 40 °C / Inert atmosphere

4.1: chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II) / 5 h / 20 °C / 760.05 Torr / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II); propionic acid; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; 1.1: Johnson-Claisen rearrangement / 3.1: Sonogashira coupling;
DOI:10.1039/c2cc30640a