2-[(Z)-4-(5-Bromo-3-methoxy-2-methoxymethoxy-phenyl)-2-methyl-but-2-enyloxy]-tetrahydro-pyran

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Chemical Name:2-[(Z)-4-(5-Bromo-3-methoxy-2-methoxymethoxy-phenyl)-2-methyl-but-2-enyloxy]-tetrahydro-pyran
CAS No.:866535-31-1
Molecular Formula:C₁₉H₂₇BrO₅
Molecular Weight:415.324
Hs Code.:

Synonyms:2-[(Z)-4-(5-Bromo-3-methoxy-2-methoxymethoxy-phenyl)-2-methyl-but-2-enyloxy]-tetrahydro-pyran

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Chemical Property of 2-[(Z)-4-(5-Bromo-3-methoxy-2-methoxymethoxy-phenyl)-2-methyl-but-2-enyloxy]-tetrahydro-pyran

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Technology Process of 2-[(Z)-4-(5-Bromo-3-methoxy-2-methoxymethoxy-phenyl)-2-methyl-but-2-enyloxy]-tetrahydro-pyran

There total 4 articles about 2-[(Z)-4-(5-Bromo-3-methoxy-2-methoxymethoxy-phenyl)-2-methyl-but-2-enyloxy]-tetrahydro-pyran 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: 58.0%

: 866535-29-7
5-bromo-1-bromomethyl-3-methoxy-2-methoxymethoxy-benzene

: 139896-11-0,126822-64-8
(Z)-<2-methyl-3-(2-tetrahydropyranyloxy)-1-propenyl>trimethylstannane

: 866535-31-1
2-[(Z)-4-(5-Bromo-3-methoxy-2-methoxymethoxy-phenyl)-2-methyl-but-2-enyloxy]-tetrahydro-pyran

Guidance literature:: With triphenyl-arsane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In 1,2-dimethoxyethane; at 85 ℃; for 24h;
DOI:10.1021/jo050550l

Reference yield:

: 866535-71-9
5-bromo-3-methoxy-2-(methoxymethyloxy)benzaldehyde

: 866535-31-1
2-[(Z)-4-(5-Bromo-3-methoxy-2-methoxymethoxy-phenyl)-2-methyl-but-2-enyloxy]-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / sodium borohydride / ethanol / 1 h / 20 °C

2: 78 percent / triphenylphosphine; N-bromosuccinimide / CH₂Cl₂ / 0.5 h / 0 - 20 °C

3: 58 percent / triphenylarsine / Pd₂(dba)3-CHCl₃ / 1,2-dimethoxy-ethane / 24 h / 85 °C

With sodium tetrahydroborate; N-Bromosuccinimide; triphenyl-arsane; triphenylphosphine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In 1,2-dimethoxyethane; ethanol; dichloromethane; 3: Stille coupling;
DOI:10.1021/jo050550l

Reference yield:

: 866535-27-5
(5-bromo-3-methoxy-2-methoxymethoxy-phenyl)-methanol

: 866535-31-1
2-[(Z)-4-(5-Bromo-3-methoxy-2-methoxymethoxy-phenyl)-2-methyl-but-2-enyloxy]-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / triphenylphosphine; N-bromosuccinimide / CH₂Cl₂ / 0.5 h / 0 - 20 °C

2: 58 percent / triphenylarsine / Pd₂(dba)3-CHCl₃ / 1,2-dimethoxy-ethane / 24 h / 85 °C

With N-Bromosuccinimide; triphenyl-arsane; triphenylphosphine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In 1,2-dimethoxyethane; dichloromethane; 2: Stille coupling;
DOI:10.1021/jo050550l