3,4-Bis-methoxymethoxy-5-[(Z)-3-methyl-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-benzaldehyde

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Chemical Name:3,4-Bis-methoxymethoxy-5-[(Z)-3-methyl-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-benzaldehyde
CAS No.:866535-39-9
Molecular Formula:C₂₁H₃₀O₇
Molecular Weight:394.465
Hs Code.:

Synonyms:3,4-Bis-methoxymethoxy-5-[(Z)-3-methyl-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-benzaldehyde

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Chemical Property of 3,4-Bis-methoxymethoxy-5-[(Z)-3-methyl-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-benzaldehyde

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Technology Process of 3,4-Bis-methoxymethoxy-5-[(Z)-3-methyl-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-benzaldehyde

There total 6 articles about 3,4-Bis-methoxymethoxy-5-[(Z)-3-methyl-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-benzaldehyde 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: 99.0%

: 866535-37-7
3-bromomethyl-4,5-bis-methoxymethoxy-benzaldehyde

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

: 866535-39-9
3,4-Bis-methoxymethoxy-5-[(Z)-3-methyl-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-benzaldehyde

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:

: 52924-55-7
5-bromo-2,3-dihydroxybenzaldehyde

: 866535-39-9
3,4-Bis-methoxymethoxy-5-[(Z)-3-methyl-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-benzaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1.1: 73 percent / sodium hydride / tetrahydrofuran; various solvent(s) / 2 h / 20 °C

2.1: 99 percent / sodium borohydride / ethanol / 1 h / 20 °C

3.1: sodium hydride / tetrahydrofuran; various solvent(s) / 0.5 h / 0 °C

3.2: TMEDA; n-BuLi / tetrahydrofuran; various solvent(s); hexane / 1 h / -98 °C

3.3: 69 percent / tetrahydrofuran; various solvent(s); hexane / 1 h / -98 - 20 °C

4.1: 82 percent / triphenylphosphine; N-bromosuccinimide / CH₂Cl₂ / 0.5 h / 0 - 20 °C

5.1: 99 percent / triphenylarsine / Pd₂(dba)3-CHCl₃ / 1,2-dimethoxy-ethane / 24 h / 85 °C

With sodium tetrahydroborate; N-Bromosuccinimide; triphenyl-arsane; sodium hydride; triphenylphosphine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; 5.1: Stille coupling;
DOI:10.1021/jo050550l

Reference yield:

: 866535-74-2
5-bromo-2,3-bis-methoxymethoxy-benzaldehyde

: 866535-39-9
3,4-Bis-methoxymethoxy-5-[(Z)-3-methyl-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-benzaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: 99 percent / sodium borohydride / ethanol / 1 h / 20 °C

2.1: sodium hydride / tetrahydrofuran; various solvent(s) / 0.5 h / 0 °C

2.2: TMEDA; n-BuLi / tetrahydrofuran; various solvent(s); hexane / 1 h / -98 °C

2.3: 69 percent / tetrahydrofuran; various solvent(s); hexane / 1 h / -98 - 20 °C

3.1: 82 percent / triphenylphosphine; N-bromosuccinimide / CH₂Cl₂ / 0.5 h / 0 - 20 °C

4.1: 99 percent / triphenylarsine / Pd₂(dba)3-CHCl₃ / 1,2-dimethoxy-ethane / 24 h / 85 °C

With sodium tetrahydroborate; N-Bromosuccinimide; triphenyl-arsane; sodium hydride; triphenylphosphine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; 4.1: Stille coupling;
DOI:10.1021/jo050550l