(Z)-diethyl 4-(2-(dimethylcarbamoyloxy)-2-phenylvinyl)-5-methylcyclohexa-1,4-diene-1,2-dicarboxylate

Base Information

Chemical Name:(Z)-diethyl 4-(2-(dimethylcarbamoyloxy)-2-phenylvinyl)-5-methylcyclohexa-1,4-diene-1,2-dicarboxylate
CAS No.:1527477-96-8
Molecular Formula:C₂₄H₂₉NO₆
Molecular Weight:427.497
Hs Code.:

Synonyms:(Z)-diethyl 4-(2-(dimethylcarbamoyloxy)-2-phenylvinyl)-5-methylcyclohexa-1,4-diene-1,2-dicarboxylate

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Chemical Property of (Z)-diethyl 4-(2-(dimethylcarbamoyloxy)-2-phenylvinyl)-5-methylcyclohexa-1,4-diene-1,2-dicarboxylate

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Technology Process of (Z)-diethyl 4-(2-(dimethylcarbamoyloxy)-2-phenylvinyl)-5-methylcyclohexa-1,4-diene-1,2-dicarboxylate

There total 3 articles about (Z)-diethyl 4-(2-(dimethylcarbamoyloxy)-2-phenylvinyl)-5-methylcyclohexa-1,4-diene-1,2-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: 77.0%

: 1527477-85-5
(Z)-4-methyl-3-methylene-1-phenylpenta-1,4-dienyl dimethylcarbamate

: 762-21-0
acetylenedicarboxylic acid diethyl ester

: 1527477-96-8
(Z)-diethyl 4-(2-(dimethylcarbamoyloxy)-2-phenylvinyl)-5-methylcyclohexa-1,4-diene-1,2-dicarboxylate

Guidance literature:: With sodium perchlorate; In diethyl ether; at 50 ℃; for 4h; Inert atmosphere;
DOI:10.1021/ol403407q

Reference yield:

: 762242-53-5
1-phenylvinyl N,N-dimethylcarbamate

: 1527477-96-8
(Z)-diethyl 4-(2-(dimethylcarbamoyloxy)-2-phenylvinyl)-5-methylcyclohexa-1,4-diene-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; TETRAHYDROPYRANE; silver hexafluoroantimonate; silver carbonate / 12 h / 40 °C / Inert atmosphere

2: sodium perchlorate / diethyl ether / 4 h / 50 °C / Inert atmosphere

With TETRAHYDROPYRANE; silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium perchlorate; silver carbonate; In diethyl ether; 2: |Diels-Alder Cycloaddition;
DOI:10.1021/ol403407q

Reference yield:

: 98-86-2
acetophenone

: 1527477-96-8
(Z)-diethyl 4-(2-(dimethylcarbamoyloxy)-2-phenylvinyl)-5-methylcyclohexa-1,4-diene-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride; dimethyl sulfoxide / 0.25 h / 20 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; TETRAHYDROPYRANE; silver hexafluoroantimonate; silver carbonate / 12 h / 40 °C / Inert atmosphere

3.1: sodium perchlorate / diethyl ether / 4 h / 50 °C / Inert atmosphere

With TETRAHYDROPYRANE; silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium perchlorate; sodium hydride; dimethyl sulfoxide; silver carbonate; In diethyl ether; 3.1: |Diels-Alder Cycloaddition;
DOI:10.1021/ol403407q