6-(3-((2,5-cis)-5-methyl-2-phenyl-1,3-dioxan-5-yl)-3-oxopropyl)cyclohex-2-enone

Base Information

Chemical Name:6-(3-((2,5-cis)-5-methyl-2-phenyl-1,3-dioxan-5-yl)-3-oxopropyl)cyclohex-2-enone
CAS No.:1618091-72-7
Molecular Formula:C₂₀H₂₄O₄
Molecular Weight:328.408
Hs Code.:

Synonyms:6-(3-((2,5-cis)-5-methyl-2-phenyl-1,3-dioxan-5-yl)-3-oxopropyl)cyclohex-2-enone

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Chemical Property of 6-(3-((2,5-cis)-5-methyl-2-phenyl-1,3-dioxan-5-yl)-3-oxopropyl)cyclohex-2-enone

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Technology Process of 6-(3-((2,5-cis)-5-methyl-2-phenyl-1,3-dioxan-5-yl)-3-oxopropyl)cyclohex-2-enone

There total 8 articles about 6-(3-((2,5-cis)-5-methyl-2-phenyl-1,3-dioxan-5-yl)-3-oxopropyl)cyclohex-2-enone 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: 76.0%

: cinnamyl 4-(dodecylthio)-1-(3-((2,5-cis)-5-methyl-2-phenyl-1,3-dioxan-5-yl)-3-oxopropyl)-2-oxocyclohexanecarboxylate

: 1618091-72-7
6-(3-((2,5-cis)-5-methyl-2-phenyl-1,3-dioxan-5-yl)-3-oxopropyl)cyclohex-2-enone

Guidance literature:: cinnamyl 4-(dodecylthio)-1-(3-((2,5-cis)-5-methyl-2-phenyl-1,3-dioxan-5-yl)-3-oxopropyl)-2-oxocyclohexanecarboxylate; With formic acid; palladium diacetate; triethylamine; triphenylphosphine; at 20 - 90 ℃; for 3h; Inert atmosphere;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; Inert atmosphere;
DOI:10.1021/ol501463p

Reference yield:

: 930-68-7
cyclohexenone

: 1618091-72-7
6-(3-((2,5-cis)-5-methyl-2-phenyl-1,3-dioxan-5-yl)-3-oxopropyl)cyclohex-2-enone

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium diisopropyl amide; n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 °C / Inert atmosphere

2.1: lithium methanolate / diethyl ether; methanol / 20 °C / Inert atmosphere

3.1: dmap / toluene / 12 h / Inert atmosphere; Molecular sieve; Reflux

4.1: sodium hydride / tetrahydrofuran; toluene / 20 °C / Inert atmosphere

5.1: triethylamine; formic acid; triphenylphosphine; palladium diacetate / 3 h / 20 - 90 °C / Inert atmosphere

5.2: 20 °C / Inert atmosphere

With dmap; n-butyllithium; formic acid; lithium methanolate; palladium diacetate; sodium hydride; triethylamine; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; hexane; toluene;
DOI:10.1021/ol501463p

Reference yield:

: 2-phenyl-5-methyl-1,3-dioxane-5-carbaldehyde

: 1618091-72-7
6-(3-((2,5-cis)-5-methyl-2-phenyl-1,3-dioxan-5-yl)-3-oxopropyl)cyclohex-2-enone

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 1 h / Inert atmosphere

2.1: sodium hydrogencarbonate; phthalic acid dimethyl ester / chloroform / 0.33 h / 20 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; toluene / 20 °C / Inert atmosphere

4.1: triethylamine; formic acid; triphenylphosphine; palladium diacetate / 3 h / 20 - 90 °C / Inert atmosphere

4.2: 20 °C / Inert atmosphere

With formic acid; phthalic acid dimethyl ester; palladium diacetate; sodium hydride; sodium hydrogencarbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; chloroform; toluene;
DOI:10.1021/ol501463p