2-(((2Z,5Z)-9-((4-methoxybenzyl)oxy)-3,6-dimethylnona-2,5-dien-1-yl)oxy)tetrahydro-2H-pyran

Base Information

Chemical Name:2-(((2Z,5Z)-9-((4-methoxybenzyl)oxy)-3,6-dimethylnona-2,5-dien-1-yl)oxy)tetrahydro-2H-pyran
CAS No.:1453486-58-2
Molecular Formula:C₂₄H₃₆O₄
Molecular Weight:388.547
Hs Code.:

Synonyms:2-(((2Z,5Z)-9-((4-methoxybenzyl)oxy)-3,6-dimethylnona-2,5-dien-1-yl)oxy)tetrahydro-2H-pyran

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Chemical Property of 2-(((2Z,5Z)-9-((4-methoxybenzyl)oxy)-3,6-dimethylnona-2,5-dien-1-yl)oxy)tetrahydro-2H-pyran

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Technology Process of 2-(((2Z,5Z)-9-((4-methoxybenzyl)oxy)-3,6-dimethylnona-2,5-dien-1-yl)oxy)tetrahydro-2H-pyran

There total 8 articles about 2-(((2Z,5Z)-9-((4-methoxybenzyl)oxy)-3,6-dimethylnona-2,5-dien-1-yl)oxy)tetrahydro-2H-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: 82.0%

: 1056289-06-5
(Z)-1-((6-chloro-4-methylhex-4-enyloxy)methyl)-4-methoxybenzene

: 475637-93-5
(Z)-2-((3-iodobut-2-en-1-yl)oxy)tetrahydro-2H-pyran

: 1453486-58-2
2-(((2Z,5Z)-9-((4-methoxybenzyl)oxy)-3,6-dimethylnona-2,5-dien-1-yl)oxy)tetrahydro-2H-pyran

Guidance literature:: (Z)-2-((3-iodobut-2-en-1-yl)oxy)tetrahydro-2H-pyran; With tert.-butyl lithium; In diethyl ether; pentane; at -78 ℃; for 0.5h; Inert atmosphere;

With zinc dibromide; In tetrahydrofuran; diethyl ether; pentane; at -78 ℃; for 0.25h; Inert atmosphere;

(Z)-1-((6-chloro-4-methylhex-4-enyloxy)methyl)-4-methoxybenzene; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; pentane; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.tetasy.2013.07.002

Reference yield:

: (Z)-6-(p-methoxybenzyloxy)-3-methyl-hex-2-enol

: 1453486-58-2
2-(((2Z,5Z)-9-((4-methoxybenzyl)oxy)-3,6-dimethylnona-2,5-dien-1-yl)oxy)tetrahydro-2H-pyran

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,4,6-trimethyl-pyridine; methanesulfonyl chloride; lithium chloride / N,N-dimethyl-formamide / 2 h / 0 °C / Inert atmosphere

2.1: tert.-butyl lithium / diethyl ether; pentane / 0.5 h / -78 °C / Inert atmosphere

2.2: 0.25 h / -78 °C / Inert atmosphere

2.3: 1 h / 0 °C / Inert atmosphere

With 2,4,6-trimethyl-pyridine; tert.-butyl lithium; methanesulfonyl chloride; lithium chloride; In diethyl ether; N,N-dimethyl-formamide; pentane; 2.3: |Negishi Coupling;
DOI:10.1016/j.tetasy.2013.07.002

Reference yield:

: 119649-45-5
4-(p-methoxybenzyloxy)butan-1-ol

: 1453486-58-2
2-(((2Z,5Z)-9-((4-methoxybenzyl)oxy)-3,6-dimethylnona-2,5-dien-1-yl)oxy)tetrahydro-2H-pyran

Guidance literature:: Multi-step reaction with 7 steps

1.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.42 h / -78 °C / Inert atmosphere

1.2: 0.33 h / Inert atmosphere

2.1: carbon tetrabromide; triphenylphosphine / dichloromethane / -15 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 1.75 h / -78 - 20 °C / Inert atmosphere

3.2: 0.5 h / -78 °C / Inert atmosphere

4.1: copper(l) iodide / tetrahydrofuran; diethyl ether / 0.5 h / -15 °C / Inert atmosphere

4.2: 0.5 h / -78 °C / Inert atmosphere

5.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.5 h / -15 °C / Inert atmosphere

6.1: 2,4,6-trimethyl-pyridine; methanesulfonyl chloride; lithium chloride / N,N-dimethyl-formamide / 2 h / 0 °C / Inert atmosphere

7.1: tert.-butyl lithium / diethyl ether; pentane / 0.5 h / -78 °C / Inert atmosphere

7.2: 0.25 h / -78 °C / Inert atmosphere

7.3: 1 h / 0 °C / Inert atmosphere

With 2,4,6-trimethyl-pyridine; copper(l) iodide; n-butyllithium; oxalyl dichloride; carbon tetrabromide; tert.-butyl lithium; diisobutylaluminium hydride; methanesulfonyl chloride; triphenylphosphine; lithium chloride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; pentane; 1.1: |Swern Oxidation / 2.1: |Corey-Fuchs Alkyne Synthesis / 7.3: |Negishi Coupling;
DOI:10.1016/j.tetasy.2013.07.002