(3aS,5S,7aS)-4,4,7a-Trimethyl-5-phenylselanyl-hexahydro-benzofuran-2-one

Base Information

• Chemical Name: (3aS,5S,7aS)-4,4,7a-Trimethyl-5-phenylselanyl-hexahydro-benzofuran-2-one
• CAS No.: 79499-04-0
• Molecular Formula: C₁₇H₂₂O₂Se
• Molecular Weight: 337.32
• Mol file: 79499-04-0.mol

Synonyms:(3aS,5S,7aS)-4,4,7a-Trimethyl-5-phenylselanyl-hexahydro-benzofuran-2-one

Chemical Property of (3aS,5S,7aS)-4,4,7a-Trimethyl-5-phenylselanyl-hexahydro-benzofuran-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aS,5S,7aS)-4,4,7a-Trimethyl-5-phenylselanyl-hexahydro-benzofuran-2-one

There total 2 articles about (3aS,5S,7aS)-4,4,7a-Trimethyl-5-phenylselanyl-hexahydro-benzofuran-2-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: 100.0%

(4R,5S)-5-Methyl-5-(4-methyl-pent-3-enyl)-4-phenylselanyl-dihydro-furan-2-one (79499-01-7,79499-02-8) → (3aS,5S,7aS)-4,4,7a-Trimethyl-5-phenylselanyl-hexahydro-benzofuran-2-one (79499-04-0)

Guidance literature:

With methanesulfonic acid; In diethyl ether; dichloromethane; at 20 ℃; for 0.25h; 1percent H₂SO₄;

DOI:10.1016/S0040-4039(01)92959-4

Reference yield:

Phenylselenyl chloride (5707-04-0) + (E)-4,8-dimethylnona-3,7-dienoic acid (459-85-8) → (3aS,5S,7aS)-4,4,7a-Trimethyl-5-phenylselanyl-hexahydro-benzofuran-2-one (79499-04-0)

Guidance literature:

With trifluoroacetic acid; Yield given. Multistep reaction; 1.) CH₂Cl₂, 0 deg C, 15 min, 2.) CH₂Cl₂, 20 deg C, 5 min;

DOI:10.1016/S0040-4039(00)81895-X

Reference yield:

(3aS,5S,7aS)-4,4,7a-Trimethyl-5-phenylselanyl-hexahydro-benzofuran-2-one (79499-04-0) → diphenyl diselenide (1666-13-3) + (+/-)-(3aα,7aα)-4,4-7a-trimethyl-3a,4,5,6,7,7a-hexahydrobenzofuran-2(3H)-one (16778-27-1,19432-10-1,24739-75-1,37531-06-9,37531-07-0,71075-17-7,104527-56-2,104640-83-7,104641-34-1)

Guidance literature:

With sulfuric acid; In diethyl ether; dichloromethane;

DOI:10.1016/S0040-4039(01)92959-4

upstream raw materials:

Phenylselenyl chloride

(E)-4,8-dimethylnona-3,7-dienoic acid

(4R,5S)-5-Methyl-5-(4-methyl-pent-3-enyl)-4-phenylselanyl-dihydro-furan-2-one

Downstream raw materials:

diphenyl diselenide

(+/-)-(3aα,7aα)-4,4-7a-trimethyl-3a,4,5,6,7,7a-hexahydrobenzofuran-2(3H)-one

(+/-)-loliolide

(3R,3aS,6R,7aS)-4,4,7a-Trimethyl-3-phenylselanyl-6-(tetrahydro-pyran-2-yloxy)-hexahydro-benzofuran-2-one