(1E,4E)-1,5-bis(3-methoxyphenyl)penta-1,4-dien-3-one

Base Information

• Chemical Name: (1E,4E)-1,5-bis(3-methoxyphenyl)penta-1,4-dien-3-one
• CAS No.: 458533-66-9
• Molecular Formula: C₁₉H₁₈O₃
• Molecular Weight: 294.35
• DSSTox Substance ID: DTXSID10366306
• Wikidata: Q82151449
• ChEMBL ID: CHEMBL597020
• Mol file: 458533-66-9.mol

Synonyms:(1E,4E)-1,5-bis(3-methoxyphenyl)penta-1,4-dien-3-one;458533-66-9;Go-Y091;CHEMBL597020;SCHEMBL3580362;DTXSID10366306;AKOS002345077;(1E,4E)-1,5-bis(3-methoxyphenyl)-1,4-pentadien-3-one

Chemical Property of (1E,4E)-1,5-bis(3-methoxyphenyl)penta-1,4-dien-3-one

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 294.125594432
• Heavy Atom Count: 22
• Complexity: 364

Purity/Quality:

99%,98%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)C=CC(=O)C=CC2=CC(=CC=C2)OC
• Isomeric SMILES: COC1=CC=CC(=C1)/C=C/C(=O)/C=C/C2=CC(=CC=C2)OC

Technology Process of (1E,4E)-1,5-bis(3-methoxyphenyl)penta-1,4-dien-3-one

There total 2 articles about (1E,4E)-1,5-bis(3-methoxyphenyl)penta-1,4-dien-3-one 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: 93.37%

3-methoxy-benzaldehyde (591-31-1) + acetone (67-64-1) → (1E,4E)-1,5-bis(3-methoxyphenyl)penta-1,4-dien-3-one (458533-66-9)

Guidance literature:

With 1-hexyl-3-methylimidazolium 2-hydroxybenzoate; In water; at 40 ℃; for 0.166667h; Sonication;

DOI:10.1016/j.molliq.2019.112372

Reference yield:

→ (1E,4E)-1,5-bis(3-methoxyphenyl)penta-1,4-dien-3-one (458533-66-9)

Guidance literature:

Reference yield: 98.0%

ethyl 2,3-butadienoate (14369-81-4) + (1E,4E)-1,5-bis(3-methoxyphenyl)penta-1,4-dien-3-one (458533-66-9) → ethyl (E)-2-((S)-4-(3-methoxyphenyl)-6-((E)-3-methoxystyryl)-3,4-dihydro-2H-pyran-2-ylidene)acetate

Guidance literature:

With DHQD-PHN; In neat (no solvent); at 20 ℃; for 12h; enantioselective reaction;

DOI:10.1021/acs.orglett.6b01742

upstream raw materials:

3-methoxy-benzaldehyde

acetone

Downstream raw materials:

1,5-bis(3-methoxyphenyl)-3-pentanone

(R)-2,2',3,3'-tetrahydro-1,1'-spirobi[indene]-7,7'-diol

(R)-2,2',3,3'-tetrahydro-1,1'-spirobi[indene]-7,7'-diol

2,2′,3,3′-tetrahydro-1,1′-spirobi[indene]-7,7′-diol