Azuleno[6,5-b]furan-2,5-dione,3,3a,4,4a,7a,8,9,9a-octahydro-4-hydroxy-4a,8-dimethyl-3-methylene-,(3aS,4S,4aS,7aR,8R,9aR)-

Base Information

Chemical Name:Azuleno[6,5-b]furan-2,5-dione,3,3a,4,4a,7a,8,9,9a-octahydro-4-hydroxy-4a,8-dimethyl-3-methylene-,(3aS,4S,4aS,7aR,8R,9aR)-
CAS No.:110716-87-5
Molecular Formula:C₁₅H₁₈O₄
Molecular Weight:262.306
Hs Code.:
Mol file:110716-87-5.mol

Synonyms:Azuleno[6,5-b]furan-2,5-dione,3,3a,4,4a,7a,8,9,9a-octahydro-4-hydroxy-4a,8-dimethyl-3-methylene-, [3aS-(3aa,4a,4aa,7aa,8a,9aa)]-; Forilenalin

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Chemical Property of Azuleno[6,5-b]furan-2,5-dione,3,3a,4,4a,7a,8,9,9a-octahydro-4-hydroxy-4a,8-dimethyl-3-methylene-,(3aS,4S,4aS,7aR,8R,9aR)-

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Technology Process of Azuleno[6,5-b]furan-2,5-dione,3,3a,4,4a,7a,8,9,9a-octahydro-4-hydroxy-4a,8-dimethyl-3-methylene-,(3aS,4S,4aS,7aR,8R,9aR)-

There total 20 articles about Azuleno[6,5-b]furan-2,5-dione,3,3a,4,4a,7a,8,9,9a-octahydro-4-hydroxy-4a,8-dimethyl-3-methylene-,(3aS,4S,4aS,7aR,8R,9aR)- 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%

: 68241-57-6,70913-24-5,73407-90-6
(3aα,4β,4aβ,5β,7aα,8α,9aβ)-3a,4,4a,5,7a,8,9,9a-Octahydro-4,5-dihydroxy-3-methylene-4a,8-dimethylazuleno<6,5-b>-furan-2(3H)-one

: 5945-41-5,6754-13-8,68330-47-2,70981-15-6,73465-49-3,73680-94-1,97643-91-9,97995-99-8,110716-87-5
dl-Mexicanin I

Guidance literature:: With manganese(IV) oxide; In dichloromethane; benzene; for 0.5h; Ambient temperature;
DOI:10.1021/jo00151a016

Reference yield: 77.0%

: 68241-57-6,70913-24-5,73407-90-6
(3aα,4α,4aβ,5β,7aα,8α,9aβ)-3a,4,4a,5,7a,8,9,9a-Octahydro-4,5-dihydroxy-3-methylene-4a,8-dimethylazuleno<6,5-b>-furan-2(3H)-one

: 5945-41-5,6754-13-8,68330-47-2,70981-15-6,73465-49-3,73680-94-1,97643-91-9,97995-99-8,110716-87-5
(3aα,4α,4aβ,7aα,8α,9aβ)-3,3a,4,4a,6,8,9,9a-Octahydro-4-hydroxy-4a,8-dimethyl-3-methyleneazuleno<6,5-b>furan-2,5-dione

Guidance literature:: With manganese(IV) oxide; In dichloromethane; benzene; for 0.5h; Ambient temperature;
DOI:10.1021/jo00151a016

Reference yield:

: 68257-98-7,70913-23-4
(3aα,4α,4aβ,5β,7aα,8α,9aβ)-3a,4,4a,5,7a,8,9,9a-Octahydro-4,5-dihydroxy-4a,8-dimethylazuleno<6,5-b>furan-2(3H)-one

: 5945-41-5,6754-13-8,68330-47-2,70981-15-6,73465-49-3,73680-94-1,97643-91-9,97995-99-8,110716-87-5
(3aα,4α,4aβ,7aα,8α,9aβ)-3,3a,4,4a,6,8,9,9a-Octahydro-4-hydroxy-4a,8-dimethyl-3-methyleneazuleno<6,5-b>furan-2,5-dione

Guidance literature:: Multi-step reaction with 6 steps

1: 76 percent / p-TsOH / CH₂Cl₂ / 2 h / 0 °C

3: pyridine / 2 h / 0 °C

4: 1,5-Diazabicyclo<5.4.0>undec-5-ene / benzene / 1 h / Ambient temperature

5: 82 percent / acetic acid; H₂O / 1.5 h / 45 °C

6: 77 percent / Manganese dioxide / CH₂Cl₂; benzene / 0.5 h / Ambient temperature

With manganese(IV) oxide; toluene-4-sulfonic acid; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In pyridine; dichloromethane; water; acetic acid; benzene;
DOI:10.1021/jo00151a016