(5aS,9aR,9bS)-9a-Hydroxy-5a-methyl-3-phenylsulfanyl-5,5a,8,9,9a,9b-hexahydro-4H,7H-naphtho[1,2-b]furan-2,6-dione

Base Information

Chemical Name:(5aS,9aR,9bS)-9a-Hydroxy-5a-methyl-3-phenylsulfanyl-5,5a,8,9,9a,9b-hexahydro-4H,7H-naphtho[1,2-b]furan-2,6-dione
CAS No.:82891-21-2
Molecular Formula:C₁₉H₂₀O₄S
Molecular Weight:344.431
Hs Code.:

Synonyms:(5aS,9aR,9bS)-9a-Hydroxy-5a-methyl-3-phenylsulfanyl-5,5a,8,9,9a,9b-hexahydro-4H,7H-naphtho[1,2-b]furan-2,6-dione

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Chemical Property of (5aS,9aR,9bS)-9a-Hydroxy-5a-methyl-3-phenylsulfanyl-5,5a,8,9,9a,9b-hexahydro-4H,7H-naphtho[1,2-b]furan-2,6-dione

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Technology Process of (5aS,9aR,9bS)-9a-Hydroxy-5a-methyl-3-phenylsulfanyl-5,5a,8,9,9a,9b-hexahydro-4H,7H-naphtho[1,2-b]furan-2,6-dione

There total 3 articles about (5aS,9aR,9bS)-9a-Hydroxy-5a-methyl-3-phenylsulfanyl-5,5a,8,9,9a,9b-hexahydro-4H,7H-naphtho[1,2-b]furan-2,6-dione 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: 78.0%

: 1193-55-1
2-methylcyclohexane-1,3-dione

: 81470-07-7
α-(phenylthio)-β-vinylbutenolide

: 82891-21-2
(5aS,9aR,9bS)-9a-Hydroxy-5a-methyl-3-phenylsulfanyl-5,5a,8,9,9a,9b-hexahydro-4H,7H-naphtho[1,2-b]furan-2,6-dione

Guidance literature:: With potassium fluoride; In 1,2-dimethoxyethane; dimethyl sulfoxide; at 0 ℃; for 1h;
DOI:10.1021/ja00384a053

Reference yield:

: 81470-06-6
α-(phenylthio)-β-vinylbutyrolactone

: 82891-21-2
(5aS,9aR,9bS)-9a-Hydroxy-5a-methyl-3-phenylsulfanyl-5,5a,8,9,9a,9b-hexahydro-4H,7H-naphtho[1,2-b]furan-2,6-dione

Guidance literature:: Multi-step reaction with 3 steps

1: mCPBA / CH₂Cl₂ / 1 h / 0 °C

2: 694 mg / trifluoroacetic anhydride / Ambient temperature

3: 78 percent / KF / dimethylsulfoxide; 1,2-dimethoxy-ethane / 1 h / 0 °C

With potassium fluoride; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; In 1,2-dimethoxyethane; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ja00384a053

Reference yield:

: 56699-12-8,81520-01-6
(3S,4R)-3-Benzenesulfinyl-4-vinyl-dihydro-furan-2-one

: 82891-21-2
(5aS,9aR,9bS)-9a-Hydroxy-5a-methyl-3-phenylsulfanyl-5,5a,8,9,9a,9b-hexahydro-4H,7H-naphtho[1,2-b]furan-2,6-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 694 mg / trifluoroacetic anhydride / Ambient temperature

2: 78 percent / KF / dimethylsulfoxide; 1,2-dimethoxy-ethane / 1 h / 0 °C

With potassium fluoride; trifluoroacetic anhydride; In 1,2-dimethoxyethane; dimethyl sulfoxide;
DOI:10.1021/ja00384a053