1-{(R)-2-[(2S,5R)-2-Isopropyl-5-methyl-cyclohex-(E)-ylidene]-1-methyl-ethyl}-3-methoxy-benzene

Base Information

Chemical Name:1-{(R)-2-[(2S,5R)-2-Isopropyl-5-methyl-cyclohex-(E)-ylidene]-1-methyl-ethyl}-3-methoxy-benzene
CAS No.:306974-11-8
Molecular Formula:C₂₀H₃₀O
Molecular Weight:286.458
Hs Code.:

Synonyms:1-{(R)-2-[(2S,5R)-2-Isopropyl-5-methyl-cyclohex-(E)-ylidene]-1-methyl-ethyl}-3-methoxy-benzene

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Chemical Property of 1-{(R)-2-[(2S,5R)-2-Isopropyl-5-methyl-cyclohex-(E)-ylidene]-1-methyl-ethyl}-3-methoxy-benzene

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Technology Process of 1-{(R)-2-[(2S,5R)-2-Isopropyl-5-methyl-cyclohex-(E)-ylidene]-1-methyl-ethyl}-3-methoxy-benzene

There total 5 articles about 1-{(R)-2-[(2S,5R)-2-Isopropyl-5-methyl-cyclohex-(E)-ylidene]-1-methyl-ethyl}-3-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: 84.0%

: 917-54-4
methyllithium

: 1027542-76-2
Carbonic acid (1R,2S,5R)-2-isopropyl-1-[(E)-2-(3-methoxy-phenyl)-vinyl]-5-methyl-cyclohexyl ester methyl ester

: 306974-11-8
1-{(R)-2-[(2S,5R)-2-Isopropyl-5-methyl-cyclohex-(E)-ylidene]-1-methyl-ethyl}-3-methoxy-benzene

Guidance literature:: methyllithium; With copper(l) iodide; lithium iodide; In tetrahydrofuran; at -30 ℃; for 0.5h;

Carbonic acid (1R,2S,5R)-2-isopropyl-1-[(E)-2-(3-methoxy-phenyl)-vinyl]-5-methyl-cyclohexyl ester methyl ester; In tetrahydrofuran; at 20 ℃; for 14h; Further stages.;
DOI:10.1021/jo000810t

Reference yield:

: 768-70-7
1-ethynyl-3-methoxybenzene

: 306974-11-8
1-{(R)-2-[(2S,5R)-2-Isopropyl-5-methyl-cyclohex-(E)-ylidene]-1-methyl-ethyl}-3-methoxy-benzene

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran / 1 h / -78 °C

1.2: CeCl₃ / tetrahydrofuran / 1 h / 20 °C

1.3: 89 percent / tetrahydrofuran / 4 h / -78 °C

2.1: 86 percent / Red-Al / tetrahydrofuran / 14 h / 20 °C

3.1: n-BuLi / tetrahydrofuran / 1 h / -78 °C

3.2: tetrahydrofuran / 3.5 h / -78 - 20 °C

4.1: CuI; LiI / tetrahydrofuran / 0.5 h / -30 °C

4.2: 84 percent / tetrahydrofuran / 14 h / 20 °C

With copper(l) iodide; n-butyllithium; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium iodide; In tetrahydrofuran; 1.1: Metallation / 1.2: Addition / 1.3: Addition / 2.1: Reduction / 3.1: Metallation / 3.2: Etherification / 4.1: Metallation / 4.2: Addition;
DOI:10.1021/jo000810t

Reference yield:

: 10458-14-7,14073-97-3,17627-49-5,7786-64-3
(2R,5S)-menthone

: 306974-11-8
1-{(R)-2-[(2S,5R)-2-Isopropyl-5-methyl-cyclohex-(E)-ylidene]-1-methyl-ethyl}-3-methoxy-benzene

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran / 1 h / -78 °C

1.2: CeCl₃ / tetrahydrofuran / 1 h / 20 °C

1.3: 89 percent / tetrahydrofuran / 4 h / -78 °C

2.1: 86 percent / Red-Al / tetrahydrofuran / 14 h / 20 °C

3.1: n-BuLi / tetrahydrofuran / 1 h / -78 °C

3.2: tetrahydrofuran / 3.5 h / -78 - 20 °C

4.1: CuI; LiI / tetrahydrofuran / 0.5 h / -30 °C

4.2: 84 percent / tetrahydrofuran / 14 h / 20 °C

With copper(l) iodide; n-butyllithium; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium iodide; In tetrahydrofuran; 1.1: Metallation / 1.2: Addition / 1.3: Addition / 2.1: Reduction / 3.1: Metallation / 3.2: Etherification / 4.1: Metallation / 4.2: Addition;
DOI:10.1021/jo000810t