{(S)-2-[(E)-2-((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-vinyl]-2-methyl-hex-5-enyl}-benzene

Base Information

• Chemical Name: {(S)-2-[(E)-2-((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-vinyl]-2-methyl-hex-5-enyl}-benzene
• CAS No.: 795280-16-9
• Molecular Formula: C₂₅H₃₈
• Molecular Weight: 338.577
• Mol file: 795280-16-9.mol

Synonyms:{(S)-2-[(E)-2-((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-vinyl]-2-methyl-hex-5-enyl}-benzene

Chemical Property of {(S)-2-[(E)-2-((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-vinyl]-2-methyl-hex-5-enyl}-benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(S)-2-[(E)-2-((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-vinyl]-2-methyl-hex-5-enyl}-benzene

There total 2 articles about {(S)-2-[(E)-2-((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-vinyl]-2-methyl-hex-5-enyl}-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: 73.0%

4-but-1-enylmagnesium bromide (7103-09-5) + 2,2-Dimethyl-propionic acid (E)-(S)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-methyl-4-phenyl-but-2-enyl ester (474105-91-4) → {(S)-2-[(E)-2-((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-vinyl]-2-methyl-hex-5-enyl}-benzene (795280-16-9)

Guidance literature:

4-but-1-enylmagnesium bromide; With CuCN; In diethyl ether; at -10 ℃; for 0.166667h;

2,2-Dimethyl-propionic acid (E)-(S)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-methyl-4-phenyl-but-2-enyl ester; In diethyl ether; at 20 ℃; for 1.5h;

DOI:10.1021/ja046084j

Reference yield:

(S,E)-3-benzyl-1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)but-2-en-1-ol (289909-48-4) → {(S)-2-[(E)-2-((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-vinyl]-2-methyl-hex-5-enyl}-benzene (795280-16-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 88 percent / triethylamine / CH₂Cl₂ / 12 h / 20 °C

2.1: CuCN / diethyl ether / 0.17 h / -10 °C

2.2: 73 percent / diethyl ether / 1.5 h / 20 °C

With triethylamine; In diethyl ether; dichloromethane;

DOI:10.1021/ja046084j

Reference yield:

{(S)-2-[(E)-2-((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-vinyl]-2-methyl-hex-5-enyl}-benzene (795280-16-9) → 4-benzyl-4-methyl-cyclopent-2-enone + 4-benzyl-4-methyl-cyclopent-2-enone

Guidance literature:

{(S)-2-[(E)-2-((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-vinyl]-2-methyl-hex-5-enyl}-benzene; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene](benzylidene)Ru(II) dichloride; In dichloromethane; for 3h; Heating;

With tert.-butylhydroperoxide; cobalt(II) acetate; In water; pentane; for 20h; Title compound not separated from byproducts; Heating;

DOI:10.1139/V06-095

upstream raw materials:

4-but-1-enylmagnesium bromide

2,2-Dimethyl-propionic acid (E)-(S)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-methyl-4-phenyl-but-2-enyl ester

(S,E)-3-benzyl-1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)but-2-en-1-ol