(1S,4R)-1-Isopropyl-4-methyl-2-[(S)-2,3,3-trimethyl-but-(E)-ylidene]-cyclohexane

Base Information

Chemical Name:(1S,4R)-1-Isopropyl-4-methyl-2-[(S)-2,3,3-trimethyl-but-(E)-ylidene]-cyclohexane
CAS No.:217321-14-7
Molecular Formula:C₁₇H₃₂
Molecular Weight:236.441
Hs Code.:

Synonyms:(1S,4R)-1-Isopropyl-4-methyl-2-[(S)-2,3,3-trimethyl-but-(E)-ylidene]-cyclohexane

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Chemical Property of (1S,4R)-1-Isopropyl-4-methyl-2-[(S)-2,3,3-trimethyl-but-(E)-ylidene]-cyclohexane

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Technology Process of (1S,4R)-1-Isopropyl-4-methyl-2-[(S)-2,3,3-trimethyl-but-(E)-ylidene]-cyclohexane

There total 6 articles about (1S,4R)-1-Isopropyl-4-methyl-2-[(S)-2,3,3-trimethyl-but-(E)-ylidene]-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: 78.0%

: 594-19-4
tert.-butyl lithium

: 217321-04-5
Carbonic acid (1R,2S,5R)-2-isopropyl-5-methyl-1-((E)-propenyl)-cyclohexyl ester methyl ester

: 217321-14-7
(1S,4R)-1-Isopropyl-4-methyl-2-[(S)-2,3,3-trimethyl-but-(E)-ylidene]-cyclohexane

Guidance literature:: tert.-butyl lithium; With copper(l) cyanide; In tetrahydrofuran; at -78 ℃; for 0.5h;

Carbonic acid (1R,2S,5R)-2-isopropyl-5-methyl-1-((E)-propenyl)-cyclohexyl ester methyl ester; In tetrahydrofuran; at -78 - 20 ℃; for 14h; Further stages.;
DOI:10.1021/jo000810t

Reference yield:

: 83803-22-9
(1S,2S,5R)-2-isopropyl-5-methyl-1-{1-propen-1-yl}cyclohexan-1-ol

: 217321-14-7
(1S,4R)-1-Isopropyl-4-methyl-2-[(S)-2,3,3-trimethyl-but-(E)-ylidene]-cyclohexane

Guidance literature:: Multi-step reaction with 2 steps

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

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

2.1: copper cyanide / tetrahydrofuran / 0.5 h / -78 °C

2.2: 78 percent / tetrahydrofuran / 14 h / -78 - 20 °C

With n-butyllithium; copper(l) cyanide; In tetrahydrofuran; 1.1: Metallation / 1.2: Etherification / 2.1: Metallation / 2.2: Addition;
DOI:10.1021/jo000810t

Reference yield:

: 33651-09-1
(1S,2S,5R)-2-i-propyl-5-methyl-1-(1-propyn-1-yl)cyclohexan-1-ol

: 217321-14-7
(1S,4R)-1-Isopropyl-4-methyl-2-[(S)-2,3,3-trimethyl-but-(E)-ylidene]-cyclohexane

Guidance literature:: Multi-step reaction with 3 steps

1.1: Red-Al / tetrahydrofuran / 14 h / Heating

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

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

3.1: copper cyanide / tetrahydrofuran / 0.5 h / -78 °C

3.2: 78 percent / tetrahydrofuran / 14 h / -78 - 20 °C

With n-butyllithium; copper(l) cyanide; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; 1.1: Reduction / 2.1: Metallation / 2.2: Etherification / 3.1: Metallation / 3.2: Addition;
DOI:10.1021/jo000810t