[(1S)-1-[(1E,3E)-2-methylpenta-1,3-dienoxy]ethyl]benzene

Base Information

• Chemical Name: [(1S)-1-[(1E,3E)-2-methylpenta-1,3-dienoxy]ethyl]benzene
• CAS No.: 473733-83-4
• Molecular Formula: C₁₄H₁₈O
• Molecular Weight: 202.296
• DSSTox Substance ID: DTXSID601176135
• Nikkaji Number: J2.068.667G
• Mol file: 473733-83-4.mol

Synonyms:DTXSID601176135;473733-83-4;[(1S)-1-[[(1E,3E)-2-Methyl-1,3-pentadien-1-yl]oxy]ethyl]benzene

Chemical Property of [(1S)-1-[(1E,3E)-2-methylpenta-1,3-dienoxy]ethyl]benzene

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 202.135765193
• Heavy Atom Count: 15
• Complexity: 222

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC=CC(=COC(C)C1=CC=CC=C1)C
• Isomeric SMILES: C/C=C/C(=C/O[C@@H](C)C1=CC=CC=C1)/C

Technology Process of [(1S)-1-[(1E,3E)-2-methylpenta-1,3-dienoxy]ethyl]benzene

There total 1 articles about [(1S)-1-[(1E,3E)-2-methylpenta-1,3-dienoxy]ethyl]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:

ethyltriphenylphosphonium bromide (1530-32-1) + (+)-(E)-2-methyl-3-((S)-1-phenylethoxy)prop-2-enal (473733-71-0) → (+)-{(S)-1-[((E,E)-2-methylpenta-1,3-dien-1-yl)oxy]ethyl}benzene (473733-83-4)

Guidance literature:

ethyltriphenylphosphonium bromide; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at 20 ℃; for 1h;

(+)-(E)-2-methyl-3-((S)-1-phenylethoxy)prop-2-enal; In tetrahydrofuran; hexane; at 0 ℃; for 2h;

DOI:10.1002/1522-2675(200206)85:6<1674::AID-HLCA1674>3.0.CO;2-2

Reference yield: 77.0%

1-styrenyloxytrimethylsilane (13735-81-4) + (+)-{(S)-1-[((E,E)-2-methylpenta-1,3-dien-1-yl)oxy]ethyl}benzene (473733-83-4) → (E)-(S)-4-Methyl-1-phenyl-3-((S)-1-phenyl-ethoxy)-hept-5-en-1-one

Guidance literature:

With Lewis acid; sulfur dioxide; In dichloromethane; at -84 ℃;

DOI:10.1080/10426500590910828

Reference yield: 20.0%

1-(Trimethylsilyloxy)cyclohexene (6651-36-1) + (+)-{(S)-1-[((E,E)-2-methylpenta-1,3-dien-1-yl)oxy]ethyl}benzene (473733-83-4) + methyl iodide (74-88-4) → (-)-(2S)-2-[(1S,2Z,4R)-2-methyl-4-(methylsulfonyl)-1-((S)-1-phenylethoxy)pent-2-en-1-yl]cyclohexanone + (-)-(2R)-2-[(1S,2Z,4R)-2-methyl-4-(methylsulfonyl)-1-((S)-1-phenylethoxy)pent-2-en-1-yl]cyclohexanone

Guidance literature:

1-(Trimethylsilyloxy)cyclohexene; (+)-{(S)-1-[((E,E)-2-methylpenta-1,3-dien-1-yl)oxy]ethyl}benzene; With sulfur dioxide; bis(trifluoromethanesulfonyl)amide; In dichloromethane; at -85 - -78 ℃; for 5h;

methyl iodide; With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; at -78 - 20 ℃;

DOI:10.1002/1522-2675(200206)85:6<1674::AID-HLCA1674>3.0.CO;2-2

upstream raw materials:

ethyltriphenylphosphonium bromide

(+)-(E)-2-methyl-3-((S)-1-phenylethoxy)prop-2-enal

Downstream raw materials:

(E)-(3S,4R)-3-Hydroxy-4-methyl-1-phenyl-hept-5-en-1-one

(E)-(3R,4S)-3-Hydroxy-4-methyl-1-phenyl-hept-5-en-1-one