(2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]-1-cyclopenten-1-yl]-2,4-pentadien-1-ol

Base Information

Chemical Name:(2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]-1-cyclopenten-1-yl]-2,4-pentadien-1-ol
CAS No.:454194-31-1
Molecular Formula:C₂₂H₃₂O
Molecular Weight:312.495
Hs Code.:

Synonyms:(2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]-1-cyclopenten-1-yl]-2,4-pentadien-1-ol

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Chemical Property of (2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]-1-cyclopenten-1-yl]-2,4-pentadien-1-ol

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Technology Process of (2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]-1-cyclopenten-1-yl]-2,4-pentadien-1-ol

There total 3 articles about (2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]-1-cyclopenten-1-yl]-2,4-pentadien-1-ol 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: 55.0%

: 56013-01-5
triphenyl((2,6,6-trimethylcyclohex-1-enyl)methyl)phosphonium bromide

: 454194-29-7
2-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl]cyclopent-1-en-carbaldehyde

: 454194-31-1
(2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]-1-cyclopenten-1-yl]-2,4-pentadien-1-ol

Guidance literature:: triphenyl((2,6,6-trimethylcyclohex-1-enyl)methyl)phosphonium bromide; With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 1h;

2-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl]cyclopent-1-en-carbaldehyde; In tetrahydrofuran; at -78 - 25 ℃; for 3h; Further stages.;
DOI:10.1021/jo0257391

Reference yield:

: 89466-25-1
1-bromo-2-formylcyclopentene

: 454194-31-1
(2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]-1-cyclopenten-1-yl]-2,4-pentadien-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 95 percent / 1-methyl-2-pyrrolidinone; triphenylarsine / Pd₂(dba)3 / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 1 h / 0 °C

2.2: 55 percent / tetrahydrofuran / 3 h / -78 - 25 °C

With 1-methyl-pyrrolidin-2-one; n-butyllithium; triphenyl-arsane; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; 1.1: Stille cross-coupling / 2.2: Wittig reaction;
DOI:10.1021/jo0257391

Reference yield:

: 128426-10-8
(2E,4E)-5-(tri-n-butylstannyl)-3-methylpenta-2,4-dien-1-ol

: 454194-31-1
(2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]-1-cyclopenten-1-yl]-2,4-pentadien-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 95 percent / 1-methyl-2-pyrrolidinone; triphenylarsine / Pd₂(dba)3 / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 1 h / 0 °C

2.2: 55 percent / tetrahydrofuran / 3 h / -78 - 25 °C

With 1-methyl-pyrrolidin-2-one; n-butyllithium; triphenyl-arsane; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; 1.1: Stille cross-coupling / 2.2: Wittig reaction;
DOI:10.1021/jo0257391