1-{[(3R,4R)-3-(benzyloxy)-4-methoxyhex-5-enyloxy]methyl}-4-methoxybenzene

Base Information

Chemical Name:1-{[(3R,4R)-3-(benzyloxy)-4-methoxyhex-5-enyloxy]methyl}-4-methoxybenzene
CAS No.:1610887-86-9
Molecular Formula:C₂₂H₂₈O₄
Molecular Weight:356.462
Hs Code.:

Synonyms:1-{[(3R,4R)-3-(benzyloxy)-4-methoxyhex-5-enyloxy]methyl}-4-methoxybenzene

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Chemical Property of 1-{[(3R,4R)-3-(benzyloxy)-4-methoxyhex-5-enyloxy]methyl}-4-methoxybenzene

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Technology Process of 1-{[(3R,4R)-3-(benzyloxy)-4-methoxyhex-5-enyloxy]methyl}-4-methoxybenzene

There total 1 articles about 1-{[(3R,4R)-3-(benzyloxy)-4-methoxyhex-5-enyloxy]methyl}-4-methoxybenzene 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: 85.0%

: 1610887-83-6
(3R,4R)-4-methoxy-1-(4-methoxybenzyloxy)hex-5-ene-3-ol

: 100-39-0
benzyl bromide

: 1610887-86-9
1-{[(3R,4R)-3-(benzyloxy)-4-methoxyhex-5-enyloxy]methyl}-4-methoxybenzene

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1021/ol5011278

Reference yield: 98.0%

: 1610887-86-9
1-{[(3R,4R)-3-(benzyloxy)-4-methoxyhex-5-enyloxy]methyl}-4-methoxybenzene

: 1610887-87-0
(3R,4R)-3-(benzyloxy)-4-methoxyhex-5-ene-1-ol

Guidance literature:: With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 0 ℃; for 1.5h; Inert atmosphere;
DOI:10.1021/ol5011278

Reference yield:

: 1610887-86-9
1-{[(3R,4R)-3-(benzyloxy)-4-methoxyhex-5-enyloxy]methyl}-4-methoxybenzene

: 1610888-00-0
(4S,5S,7R,8R,E)-7-(benzyloxy)-5-[(tert-butyldimethylsilyl)oxy]-8-methoxy-2,4-dimethyldeca-2,9-dienal

Guidance literature:: Multi-step reaction with 6 steps

1.1: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 1.5 h / 0 °C / Inert atmosphere

2.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 1.25 h / -78 - -45 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: titanium(IV) trichloride isopropoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere

3.2: 48 h / -50 °C / Inert atmosphere

3.3: 24 h / 20 °C / Inert atmosphere

4.1: 2,6-dimethylpyridine / dichloromethane / 12 h / -78 - 20 °C / Inert atmosphere

5.1: lithium borohydride / methanol; diethyl ether / 12 h / 0 °C / Inert atmosphere

6.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; lithium borohydride; oxalyl dichloride; titanium(IV) trichloride isopropoxide; water; sodium hydrogencarbonate; Dess-Martin periodane; dimethyl sulfoxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; diethyl ether; dichloromethane; 2.1: |Swern Oxidation / 2.2: |Swern Oxidation;
DOI:10.1021/ol5011278