(3aS,5S,8R,8aR)-5-Methyl-8-phenylselanyl-3,3a,4,5,8,8a-hexahydro-cyclohepta[b]furan-2-one

Base Information

Chemical Name:(3aS,5S,8R,8aR)-5-Methyl-8-phenylselanyl-3,3a,4,5,8,8a-hexahydro-cyclohepta[b]furan-2-one
CAS No.:91604-64-7
Molecular Formula:C₁₆H₁₈O₂Se
Molecular Weight:321.278
Hs Code.:

Synonyms:(3aS,5S,8R,8aR)-5-Methyl-8-phenylselanyl-3,3a,4,5,8,8a-hexahydro-cyclohepta[b]furan-2-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3aS,5S,8R,8aR)-5-Methyl-8-phenylselanyl-3,3a,4,5,8,8a-hexahydro-cyclohepta[b]furan-2-one

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Technology Process of (3aS,5S,8R,8aR)-5-Methyl-8-phenylselanyl-3,3a,4,5,8,8a-hexahydro-cyclohepta[b]furan-2-one

There total 8 articles about (3aS,5S,8R,8aR)-5-Methyl-8-phenylselanyl-3,3a,4,5,8,8a-hexahydro-cyclohepta[b]furan-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: 31.0%

: 5707-04-0
Phenylselenyl chloride

: 91550-44-6
6-methylcyclohepta-2,4-dienylacetic acid

: 91604-64-7
(3aS,5S,8R,8aR)-5-Methyl-8-phenylselanyl-3,3a,4,5,8,8a-hexahydro-cyclohepta[b]furan-2-one

: 91604-66-9
(3aS,5S,6S,8aR)-5-Methyl-6-phenylselanyl-3,3a,4,5,6,8a-hexahydro-cyclohepta[b]furan-2-one

Guidance literature:: With triethylamine; In dichloromethane; 1) 30 deg C, 15 min, 2) -20 deg C, 2 h;
DOI:10.1021/ja00332a050

Reference yield: 31.0%

: 34837-55-3
Phenylselenyl bromide

: 91550-44-6
6-methylcyclohepta-2,4-dienylacetic acid

: 91604-64-7
(3aS,5S,8R,8aR)-5-Methyl-8-phenylselanyl-3,3a,4,5,8,8a-hexahydro-cyclohepta[b]furan-2-one

: 91604-66-9
(3aS,5S,6S,8aR)-5-Methyl-6-phenylselanyl-3,3a,4,5,6,8a-hexahydro-cyclohepta[b]furan-2-one

Guidance literature:: With triethylamine; In dichloromethane; 1) 30 deg C, 15 min, 2) -20 deg C, 2 h;
DOI:10.1021/ja00332a050

Reference yield:

: 876938-53-3
Cyclohepta-1,3-diene

: 91604-64-7
(3aS,5S,8R,8aR)-5-Methyl-8-phenylselanyl-3,3a,4,5,8,8a-hexahydro-cyclohepta[b]furan-2-one

Guidance literature:: Multi-step reaction with 4 steps

2: 80 percent / 1) Na₂HPO₄, 2) Na-Hg amalgam / methanol / 1) 0 deg C, 15 min, 2) 0 deg C, 1 h, 3) 23 deg C, 1 h

3: 90 percent / aq. KOH / methanol / 4 h / 30 °C

4: 31 percent / 1) Et₃N / CH₂Cl₂ / 1) 30 deg C, 15 min, 2) -20 deg C, 2 h

With potassium hydroxide; disodium hydrogenphosphate; sodium amalgam; triethylamine; In methanol; dichloromethane;
DOI:10.1021/ja00332a050