4-Hepten-3-one, 2-((2S,5R)-5-ethenyltetrahydro-5-methyl-2-furanyl)-6-hydroperoxy-6-methyl-, (2S,4E)-

Base Information

• Chemical Name: 4-Hepten-3-one, 2-((2S,5R)-5-ethenyltetrahydro-5-methyl-2-furanyl)-6-hydroperoxy-6-methyl-, (2S,4E)-
• CAS No.: 88125-07-9
• Molecular Formula: C15H24O4
• Molecular Weight: 268.353

Synonyms:4-Hepten-3-one, 2-((2S,5R)-5-ethenyltetrahydro-5-methyl-2-furanyl)-6-hydroperoxy-6-methyl-, (2S,4E)-;88125-07-9

Chemical Property of 4-Hepten-3-one, 2-((2S,5R)-5-ethenyltetrahydro-5-methyl-2-furanyl)-6-hydroperoxy-6-methyl-, (2S,4E)-

Chemical Property:

• Vapor Pressure: 5.36E-08mmHg at 25°C
• Boiling Point: 398.3°C at 760 mmHg
• Flash Point: 140.7°C
• Density: 1.08g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 268.16745924
• Heavy Atom Count: 19
• Complexity: 372

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1CCC(O1)(C)C=C)C(=O)C=CC(C)(C)OO
• Isomeric SMILES: C[C@@H](C1CC[C@](O1)(C)C=C)C(=O)/C=C/C(C)(C)OO

Technology Process of 4-Hepten-3-one, 2-((2S,5R)-5-ethenyltetrahydro-5-methyl-2-furanyl)-6-hydroperoxy-6-methyl-, (2S,4E)-

There total 4 articles about 4-Hepten-3-one, 2-((2S,5R)-5-ethenyltetrahydro-5-methyl-2-furanyl)-6-hydroperoxy-6-methyl-, (2S,4E)- 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: 22.0%

(+)-davanone (20482-11-5) → (6S,7S,10R)-2-hydroperoxy-2,6,10-trimethyl-7,10-epoxydodeca-3,11-dien-5-one (88125-07-9) + (5R*,6S,7S,10R)-2,6,10-Trimethyl-2,5-epidioxy-7,10-epoxydodeca-3,11-dien-5-ol + (3R,5R,6S,7S,10R)-2,6,10-Trimethyl-3,5-dioxy-7,10-epoxydodeca-1,11-dien-5-ol + (3R,5S,6S,7S,10R)-2,6,10-Trimethyl-3,5-dioxy-7,10-epoxydodeca-1,11-dien-5-ol

Guidance literature:

With oxygen; rose bengal; In dichloromethane; at -2 ℃; Further byproducts given; Irradiation;

DOI:10.1002/ardp.19933260806

Reference yield: 22.0%

(+)-davanone (20482-11-5) → (6S,7S,10R)-2-hydroperoxy-2,6,10-trimethyl-7,10-epoxydodeca-3,11-dien-5-one (88125-07-9) + epi-Arteinculton + (3R,5R,6S,7S,10R)-2,6,10-Trimethyl-3,5-dioxy-7,10-epoxydodeca-1,11-dien-5-ol + (3R,5S,6S,7S,10R)-2,6,10-Trimethyl-3,5-dioxy-7,10-epoxydodeca-1,11-dien-5-ol

Guidance literature:

With oxygen; rose bengal; In dichloromethane; at -2 ℃; Further byproducts given; Irradiation;

DOI:10.1002/ardp.19933260806

Reference yield: 0.6%

(+)-davanone (20482-11-5) → (6S,7S,10R)-2-hydroperoxy-2,6,10-trimethyl-7,10-epoxydodeca-3,11-dien-5-one (88125-07-9) + (5R*,6S,7S,10R)-2,6,10-Trimethyl-2,5-epidioxy-7,10-epoxydodeca-3,11-dien-5-ol + spiro-Arteinculton + (3R,5S,6S,7S,10R)-2,6,10-Trimethyl-3,5-dioxy-7,10-epoxydodeca-1,11-dien-5-ol

Guidance literature:

With air; at 55 ℃; for 78h; Further byproducts given;

DOI:10.1002/ardp.19933260806

upstream raw materials:

(+)-davanone

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