2-[(S)-1,5-Dimethyl-4-hexenyl]-5-methylanisole

Base Information

• Chemical Name: 2-[(S)-1,5-Dimethyl-4-hexenyl]-5-methylanisole
• CAS No.: 217301-18-3
• Molecular Formula: C16H24O
• Molecular Weight: 232.366
• DSSTox Substance ID: DTXSID90454336
• Nikkaji Number: J1.023.328C
• Mol file: 217301-18-3.mol

Synonyms:CTK0I9178;217301-18-3;2-[(S)-1,5-Dimethyl-4-hexenyl]-5-methylanisole;DTXSID90454336

Chemical Property of 2-[(S)-1,5-Dimethyl-4-hexenyl]-5-methylanisole

Chemical Property:

• PSA: 9.23000
• LogP: 4.85350
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 232.182715385
• Heavy Atom Count: 17
• Complexity: 240

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)C(C)CCC=C(C)C)OC
• Isomeric SMILES: CC1=CC(=C(C=C1)[C@@H](C)CCC=C(C)C)OC

Technology Process of 2-[(S)-1,5-Dimethyl-4-hexenyl]-5-methylanisole

There total 28 articles about 2-[(S)-1,5-Dimethyl-4-hexenyl]-5-methylanisole 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%

2-methylpropen-1-ylmagnesium bromide (38614-36-7) + (3S)-3-(2-Methoxy-4-methylphenyl)butyl iodide (323195-86-4) → (S)-(+)-Curcuphenol methyl ether (217301-18-3)

Guidance literature:

With dilithium tetrachlorocuprate; at 20 ℃; for 6h;

DOI:10.1016/j.tetlet.2005.02.047

Reference yield: 72.0%

2-methylpropen-1-ylmagnesium bromide (38614-36-7) + (S)-3-(2-methoxy-4-methylphenyl)butyl 4-methyl-1-benzenesulfonate (1001912-82-8) → (S)-(+)-Curcuphenol methyl ether (217301-18-3)

Guidance literature:

With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/j.tetasy.2007.10.019

Reference yield: 65.0%

C13H18O2 + isopropyltriphenylphosphonium iodide (24470-78-8) → (S)-(+)-Curcuphenol methyl ether (217301-18-3)

Guidance literature:

isopropyltriphenylphosphonium iodide; With n-butyllithium; In tetrahydrofuran; at -10 ℃;

C₁₃H₁₈O₂; In tetrahydrofuran; at -78 ℃;

DOI:10.14233/ajchem.2016.19475

upstream raw materials:

2-methylpropen-1-ylmagnesium bromide

(3S)-3-(2-Methoxy-4-methylphenyl)butyl iodide

(S)-3-(2-methoxy-4-methylphenyl)butyl 4-methyl-1-benzenesulfonate

N-(3-methoxyphenyl)dibenzylamine

Downstream raw materials:

(S)-curcumene

(S)-curcuphenol