(1S,4R)-2-[(S)-3-tert-Butoxy-2-cyclohexyl-prop-(E)-ylidene]-1-isopropyl-4-methyl-cyclohexane

Base Information

Chemical Name:(1S,4R)-2-[(S)-3-tert-Butoxy-2-cyclohexyl-prop-(E)-ylidene]-1-isopropyl-4-methyl-cyclohexane
CAS No.:750594-56-0
Molecular Formula:C₂₃H₄₂O
Molecular Weight:334.586
Hs Code.:

Synonyms:(1S,4R)-2-[(S)-3-tert-Butoxy-2-cyclohexyl-prop-(E)-ylidene]-1-isopropyl-4-methyl-cyclohexane

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Chemical Property of (1S,4R)-2-[(S)-3-tert-Butoxy-2-cyclohexyl-prop-(E)-ylidene]-1-isopropyl-4-methyl-cyclohexane

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Technology Process of (1S,4R)-2-[(S)-3-tert-Butoxy-2-cyclohexyl-prop-(E)-ylidene]-1-isopropyl-4-methyl-cyclohexane

There total 5 articles about (1S,4R)-2-[(S)-3-tert-Butoxy-2-cyclohexyl-prop-(E)-ylidene]-1-isopropyl-4-methyl-cyclohexane 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: 80.0%

: 1634-04-4
tert-butyl methyl ether

: 750594-51-5
Carbonic acid (1R,2S,5R)-1-((E)-2-cyclohexyl-vinyl)-2-isopropyl-5-methyl-cyclohexyl ester methyl ester

: 750594-56-0
(1S,4R)-2-[(S)-3-tert-Butoxy-2-cyclohexyl-prop-(E)-ylidene]-1-isopropyl-4-methyl-cyclohexane

Guidance literature:: tert-butyl methyl ether; With potassium tert-butylate; sec.-butyllithium; In cyclohexane; at -78 - -50 ℃; for 2.5h;

In tetrahydrofuran; cyclohexane; at -78 ℃; for 0.5h;

Carbonic acid (1R,2S,5R)-1-((E)-2-cyclohexyl-vinyl)-2-isopropyl-5-methyl-cyclohexyl ester methyl ester; In tetrahydrofuran; cyclohexane; at -78 - 20 ℃; for 4h;
DOI:10.1021/ol048936q

Reference yield:

: 60754-49-6
1,1-dibromo-2-cyclohexylethene

: 750594-56-0
(1S,4R)-2-[(S)-3-tert-Butoxy-2-cyclohexyl-prop-(E)-ylidene]-1-isopropyl-4-methyl-cyclohexane

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 2 h / -78 - 0 °C

1.2: 5.56 g / tetrahydrofuran; hexane / 18 h / -78 - 20 °C

2.1: 91 percent / Red-Al / tetrahydrofuran; toluene / 15 h / Heating

3.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 - 0 °C

3.2: tetrahydrofuran; hexane / 2 h / 0 - 20 °C

4.1: t-BuOK; s-BuLi / cyclohexane / 2.5 h / -78 - -50 °C

4.2: CuCN / tetrahydrofuran; cyclohexane / 0.5 h / -78 °C

4.3: 80 percent / tetrahydrofuran; cyclohexane / 4 h / -78 - 20 °C

With n-butyllithium; potassium tert-butylate; sec.-butyllithium; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; hexane; cyclohexane; toluene;
DOI:10.1021/ol048936q

Reference yield:

: 2043-61-0
cyclohexanecarbaldehyde

: 750594-56-0
(1S,4R)-2-[(S)-3-tert-Butoxy-2-cyclohexyl-prop-(E)-ylidene]-1-isopropyl-4-methyl-cyclohexane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 84 percent / PPh₃; Et₃N / CH₂Cl₂ / 7 h / -78 - 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 2 h / -78 - 0 °C

2.2: 5.56 g / tetrahydrofuran; hexane / 18 h / -78 - 20 °C

3.1: 91 percent / Red-Al / tetrahydrofuran; toluene / 15 h / Heating

4.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 - 0 °C

4.2: tetrahydrofuran; hexane / 2 h / 0 - 20 °C

5.1: t-BuOK; s-BuLi / cyclohexane / 2.5 h / -78 - -50 °C

5.2: CuCN / tetrahydrofuran; cyclohexane / 0.5 h / -78 °C

5.3: 80 percent / tetrahydrofuran; cyclohexane / 4 h / -78 - 20 °C

With n-butyllithium; potassium tert-butylate; sec.-butyllithium; triethylamine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; hexane; dichloromethane; cyclohexane; toluene;
DOI:10.1021/ol048936q