1-((E)-(2S,3R,4S)-6-Cyclohexyl-3-methoxymethoxy-2,4-dimethyl-hex-5-enyloxymethyl)-4-methoxy-benzene

Base Information

Chemical Name:1-((E)-(2S,3R,4S)-6-Cyclohexyl-3-methoxymethoxy-2,4-dimethyl-hex-5-enyloxymethyl)-4-methoxy-benzene
CAS No.:909193-80-2
Molecular Formula:C₂₄H₃₈O₄
Molecular Weight:390.563
Hs Code.:

Synonyms:1-((E)-(2S,3R,4S)-6-Cyclohexyl-3-methoxymethoxy-2,4-dimethyl-hex-5-enyloxymethyl)-4-methoxy-benzene

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Chemical Property of 1-((E)-(2S,3R,4S)-6-Cyclohexyl-3-methoxymethoxy-2,4-dimethyl-hex-5-enyloxymethyl)-4-methoxy-benzene

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Technology Process of 1-((E)-(2S,3R,4S)-6-Cyclohexyl-3-methoxymethoxy-2,4-dimethyl-hex-5-enyloxymethyl)-4-methoxy-benzene

There total 6 articles about 1-((E)-(2S,3R,4S)-6-Cyclohexyl-3-methoxymethoxy-2,4-dimethyl-hex-5-enyloxymethyl)-4-methoxy-benzene 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: 92.0%

: 909193-82-4
(E)-(2S,3R,4S)-6-Cyclohexyl-3-methoxymethoxy-2,4-dimethyl-hex-5-en-1-ol

: 824-94-2
p-methoxybenzyl chloride

: 909193-80-2
1-((E)-(2S,3R,4S)-6-Cyclohexyl-3-methoxymethoxy-2,4-dimethyl-hex-5-enyloxymethyl)-4-methoxy-benzene

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.1021/ol0612612

Reference yield:

: 909193-77-7
(S)(Z)-{1-[(2-methylallyl)oxy]but-2-en-1-yl}cyclohexane

: 909193-80-2
1-((E)-(2S,3R,4S)-6-Cyclohexyl-3-methoxymethoxy-2,4-dimethyl-hex-5-enyloxymethyl)-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium tert-butoxide; n-butyllithium / tetrahydrofuran / 14 h / -20 - 0 °C

2.1: 90 percent / ⁱPr₂NEt / CH₂Cl₂ / 18 h / 0 - 20 °C

3.1: 9-BBN / tetrahydrofuran / 20 °C

3.2: 92 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 20 °C

4.1: 92 percent / sodium hydride; Bu₄NI / dimethylformamide / 18 h / 20 °C

With 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; potassium tert-butylate; tetra-(n-butyl)ammonium iodide; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: 2,3-Wittig rearragement;
DOI:10.1021/ol0612612

Reference yield:

: 909193-78-8
(3R,4S)(E)-6-cyclohexyl-2,4-dimethylhexa-1,5-dien-3-ol

: 909193-80-2
1-((E)-(2S,3R,4S)-6-Cyclohexyl-3-methoxymethoxy-2,4-dimethyl-hex-5-enyloxymethyl)-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / ⁱPr₂NEt / CH₂Cl₂ / 18 h / 0 - 20 °C

2.1: 9-BBN / tetrahydrofuran / 20 °C

2.2: 92 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 20 °C

3.1: 92 percent / sodium hydride; Bu₄NI / dimethylformamide / 18 h / 20 °C

With 9-borabicyclo[3.3.1]nonane dimer; tetra-(n-butyl)ammonium iodide; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol0612612