4-methoxy-6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxole-5-carbaldehyde

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Chemical Name:4-methoxy-6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxole-5-carbaldehyde
CAS No.:791814-46-5
Molecular Formula:C₂₂H₂₄O₆
Molecular Weight:384.429
Hs Code.:

Synonyms:4-methoxy-6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxole-5-carbaldehyde

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Chemical Property of 4-methoxy-6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxole-5-carbaldehyde

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Technology Process of 4-methoxy-6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxole-5-carbaldehyde

There total 12 articles about 4-methoxy-6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxole-5-carbaldehyde 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: 88.0%

: 77-78-1
dimethyl sulfate

: 791814-44-3
4-hydroxy-6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxole-5-carbaldehyde

: 791814-46-5
4-methoxy-6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxole-5-carbaldehyde

Guidance literature:: With potassium carbonate; In tetrahydrofuran; for 3h; Heating;
DOI:10.1021/jo049157q

Reference yield: 80.0%

: 791814-34-1
6-bromo-4-methoxybenzo[d][1,3]dioxole-5-carbaldehyde

: 791814-38-5
2-[2-(tetrahydropyran-2-yloxy)ethoxy]phenylboronic acid

: 791814-46-5
4-methoxy-6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxole-5-carbaldehyde

Guidance literature:: With palladium diacetate; sodium hydrogencarbonate; triphenylphosphine; In 1,4-dioxane; for 12h; Heating;
DOI:10.1021/jo049157q

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 791814-46-5
4-methoxy-6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxole-5-carbaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1.1: 72 percent / camphorsulfonic acid monohydrate / CH₂Cl₂ / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

2.2: trimethyl borate / tetrahydrofuran; hexane / 1.25 h / cooling

3.1: 77 percent / Pd(OAc)2; Ph₃P; aq. NaHCO₃ / dioxane / 12 h / Heating

4.1: toluene / 2 h / Heating

5.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / cooling

5.2: trimethylborate / tetrahydrofuran; hexane / 1.25 h / cooling

5.3: 1.70 g / hydrogen peroxide; AcOH / tetrahydrofuran; hexane / 16 h / 20 °C

6.1: 54 percent / aq. HCl / tetrahydrofuran / 0.25 h / Heating

7.1: 88 percent / K₂CO₃ / tetrahydrofuran / 3 h / Heating

With hydrogenchloride; palladium diacetate; n-butyllithium; camphor-10-sulfonic acid; sodium hydrogencarbonate; potassium carbonate; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; toluene; 3.1: Suzuki coupling;
DOI:10.1021/jo049157q