(R)-(-)-2-methyl-2-(trans-1-propenyl)-5-(N-methyl-anilinomethylene)-cyclopentanone

Base Information

Chemical Name:(R)-(-)-2-methyl-2-(trans-1-propenyl)-5-(N-methyl-anilinomethylene)-cyclopentanone
CAS No.:350249-56-8
Molecular Formula:C₁₇H₂₁NO
Molecular Weight:255.36
Hs Code.:

Synonyms:(R)-(-)-2-methyl-2-(trans-1-propenyl)-5-(N-methyl-anilinomethylene)-cyclopentanone

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Chemical Property of (R)-(-)-2-methyl-2-(trans-1-propenyl)-5-(N-methyl-anilinomethylene)-cyclopentanone

Chemical Property:

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Technology Process of (R)-(-)-2-methyl-2-(trans-1-propenyl)-5-(N-methyl-anilinomethylene)-cyclopentanone

There total 4 articles about (R)-(-)-2-methyl-2-(trans-1-propenyl)-5-(N-methyl-anilinomethylene)-cyclopentanone 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:

: 590-15-8
trans-2-propenyl bromide

: 100717-47-3
2-methyl-5-(N-methyl-anilinomethylene)-cyclopentanone

: (S)-(+)-2-methyl-2-(trans-1-propenyl)-5-(N-methyl-anilinomethylene)-cyclopentanone

: 350249-56-8
(R)-(-)-2-methyl-2-(trans-1-propenyl)-5-(N-methyl-anilinomethylene)-cyclopentanone

Guidance literature:: With 2-(t-butylphenylphosphino)-2'-dimethylamino-1,1'-binaphthyl; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In toluene; at 20 ℃;
DOI:10.1021/ol025563p

Reference yield:

: trans-1-bromopropene

: 100717-47-3
2-methyl-5-(N-methyl-anilinomethylene)-cyclopentanone

: (S)-(+)-2-methyl-2-(trans-1-propenyl)-5-(N-methyl-anilinomethylene)-cyclopentanone

: 350249-56-8
(R)-(-)-2-methyl-2-(trans-1-propenyl)-5-(N-methyl-anilinomethylene)-cyclopentanone

Guidance literature:: With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (aR)-(-)-2-N,N-dimethylamino-2'-dicyclohexylphosphino-1,1'-binaphtyl; In toluene; at 20 ℃; Title compound not separated from byproducts.;
DOI:10.1021/ol0159470

Reference yield:

: 1120-72-5
2-Methylcyclopentanone

: 350249-56-8
(R)-(-)-2-methyl-2-(trans-1-propenyl)-5-(N-methyl-anilinomethylene)-cyclopentanone

Guidance literature:: Multi-step reaction with 3 steps

1: KO^tBu / tetrahydrofuran / -10 - 20 °C

2: 5.31 g / benzene / 3 h / Heating

3: sodium t-butoxide / tris(dibenzylideneacetone)dipalladium⁽⁰⁾; (R)-(-)-2-[N(Me)2]-2'-[P(Cy)2]-1,1'-binaphthyl / toluene / 20 °C

With potassium tert-butylate; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (aR)-(-)-2-N,N-dimethylamino-2'-dicyclohexylphosphino-1,1'-binaphtyl; In tetrahydrofuran; toluene; benzene; 1: Claisen condensation;
DOI:10.1021/ol0159470