(+)-1-methyl-4-((3S,1Z)-3-phenylpent-1-en-1-yl)benzene

Base Information

Chemical Name:(+)-1-methyl-4-((3S,1Z)-3-phenylpent-1-en-1-yl)benzene
CAS No.:1363720-62-0
Molecular Formula:C₁₈H₂₀
Molecular Weight:236.357
Hs Code.:

Synonyms:(+)-1-methyl-4-((3S,1Z)-3-phenylpent-1-en-1-yl)benzene

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Chemical Property of (+)-1-methyl-4-((3S,1Z)-3-phenylpent-1-en-1-yl)benzene

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Technology Process of (+)-1-methyl-4-((3S,1Z)-3-phenylpent-1-en-1-yl)benzene

There total 3 articles about (+)-1-methyl-4-((3S,1Z)-3-phenylpent-1-en-1-yl)benzene 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: 75.0%

: 1363720-50-6
(+)-(3S)-(Z)-1-chloropent-1-en-3-ylbenzene

: 5720-05-8
4-methylphenylboronic acid

: 1363720-62-0
(+)-1-methyl-4-((3S,1Z)-3-phenylpent-1-en-1-yl)benzene

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; cesium fluoride; XPhos; In 1,4-dioxane; at 100 ℃; for 16h; optical yield given as %ee; stereoselective reaction; Inert atmosphere;
DOI:10.1021/ja300743t

Reference yield:

: 14371-10-9
(E)-3-phenylpropenal

: 1363720-62-0
(+)-1-methyl-4-((3S,1Z)-3-phenylpent-1-en-1-yl)benzene

Guidance literature:: Multi-step reaction with 3 steps

1: thionyl chloride; N,N-dimethyl-formamide / 4 h / -5 - 0 °C / Inert atmosphere

2: copper(I) thiophene-2-carboxylate; (3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-((R)-1-phenyl-ethyl)-amine / diethyl ether; dichloromethane / -78 °C / Inert atmosphere

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; cesium fluoride; XPhos / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; thionyl chloride; copper(I) thiophene-2-carboxylate; N,N-dimethyl-formamide; cesium fluoride; (3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-((R)-1-phenyl-ethyl)-amine; XPhos; In 1,4-dioxane; diethyl ether; dichloromethane; 3: Suzuki coupling;
DOI:10.1021/ja300743t

Reference yield:

: 29268-75-5,51157-80-3
(E)-1-(3,3-dichloroprop-1-en-1-yl)benzene

: 1363720-62-0
(+)-1-methyl-4-((3S,1Z)-3-phenylpent-1-en-1-yl)benzene

Guidance literature:: Multi-step reaction with 2 steps

1: copper(I) thiophene-2-carboxylate; [O,O’-((S)-1,1′-dinaphthyl-2,2′-diyl)-N,N′-di-(S,S)-1-(2-methoxyphenyl)ethylphosphoramidite] / diethyl ether; dichloromethane / -78 °C / Inert atmosphere

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; cesium fluoride; XPhos / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; [O,O’-((S)-1,1′-dinaphthyl-2,2′-diyl)-N,N′-di-(S,S)-1-(2-methoxyphenyl)ethylphosphoramidite]; cesium fluoride; XPhos; In 1,4-dioxane; diethyl ether; dichloromethane; 2: Suzuki coupling;
DOI:10.1021/ja300743t