(R,2Z,6Z)-4-methoxy-8-(4-methoxyphenyl)methoxy-3-methylocta-2,6-dien-1-ol

Base Information

Chemical Name:(R,2Z,6Z)-4-methoxy-8-(4-methoxyphenyl)methoxy-3-methylocta-2,6-dien-1-ol
CAS No.:1174549-43-9
Molecular Formula:C₁₈H₂₆O₄
Molecular Weight:306.402
Hs Code.:

Synonyms:(R,2Z,6Z)-4-methoxy-8-(4-methoxyphenyl)methoxy-3-methylocta-2,6-dien-1-ol

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Chemical Property of (R,2Z,6Z)-4-methoxy-8-(4-methoxyphenyl)methoxy-3-methylocta-2,6-dien-1-ol

Chemical Property:

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Technology Process of (R,2Z,6Z)-4-methoxy-8-(4-methoxyphenyl)methoxy-3-methylocta-2,6-dien-1-ol

There total 10 articles about (R,2Z,6Z)-4-methoxy-8-(4-methoxyphenyl)methoxy-3-methylocta-2,6-dien-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: 96.0%

: 1174549-42-8
(4R)-ethyl 4-methoxy-8-(4-methoxybenzyloxy)-3-methylocta-2,6-dienoate

: 1174549-43-9
(R,2Z,6Z)-4-methoxy-8-(4-methoxyphenyl)methoxy-3-methylocta-2,6-dien-1-ol

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/j.tetlet.2009.04.129

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 1174549-43-9
(R,2Z,6Z)-4-methoxy-8-(4-methoxyphenyl)methoxy-3-methylocta-2,6-dien-1-ol

Guidance literature:: Multi-step reaction with 10 steps

1.1: potassium hydroxide / dimethyl sulfoxide / 2.5 h / 0 - 20 °C / Inert atmosphere

2.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

4.1: quinoline; 5% Pd-CaCO3; hydrogen / hexane / 0.5 h / 20 °C

5.1: water; hydrogenchloride / tetrahydrofuran / 1 h / 20 °C

6.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

6.2: 1 h / -78 - 20 °C / Inert atmosphere

7.1: triphenylphosphine / dichloromethane / 0.58 h / 0 - 20 °C

8.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

8.2: 1.5 h / -78 °C / Inert atmosphere

9.1: copper(l) iodide / tetrahydrofuran; diethyl ether / 0 °C / Inert atmosphere

9.2: 0.5 h / -78 °C / Inert atmosphere

10.1: diisobutylaluminium hydride / hexane; tetrahydrofuran / 2.5 h / -78 - 20 °C / Inert atmosphere

With quinoline; hydrogenchloride; copper(l) iodide; n-butyllithium; oxalyl dichloride; 5% Pd-CaCO3; water; hydrogen; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triphenylphosphine; potassium hydroxide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; 6.1: |Swern Oxidation / 6.2: |Swern Oxidation;
DOI:10.1002/chem.201501304

Reference yield:

: 4039-83-2
3-(4-methoxybenzyloxy)propyne

: 1174549-43-9
(R,2Z,6Z)-4-methoxy-8-(4-methoxyphenyl)methoxy-3-methylocta-2,6-dien-1-ol

Guidance literature:: Multi-step reaction with 9 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

3.1: quinoline; 5% Pd-CaCO3; hydrogen / hexane / 0.5 h / 20 °C

4.1: water; hydrogenchloride / tetrahydrofuran / 1 h / 20 °C

5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

5.2: 1 h / -78 - 20 °C / Inert atmosphere

6.1: triphenylphosphine / dichloromethane / 0.58 h / 0 - 20 °C

7.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

7.2: 1.5 h / -78 °C / Inert atmosphere

8.1: copper(l) iodide / tetrahydrofuran; diethyl ether / 0 °C / Inert atmosphere

8.2: 0.5 h / -78 °C / Inert atmosphere

9.1: diisobutylaluminium hydride / hexane; tetrahydrofuran / 2.5 h / -78 - 20 °C / Inert atmosphere

With quinoline; hydrogenchloride; copper(l) iodide; n-butyllithium; oxalyl dichloride; 5% Pd-CaCO3; water; hydrogen; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 5.1: |Swern Oxidation / 5.2: |Swern Oxidation;
DOI:10.1002/chem.201501304