(3aS,5aR,9bR)-5a,9-dimethyl-3-methylidene-3a,4,5,5a,6,7,8,9b-octahydronaphtho[1,2-b]furan-2(3H)-one

Base Information

• Chemical Name: (3aS,5aR,9bR)-5a,9-dimethyl-3-methylidene-3a,4,5,5a,6,7,8,9b-octahydronaphtho[1,2-b]furan-2(3H)-one
• CAS No.: 62860-37-1
• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.323
• Mol file: 62860-37-1.mol

Synonyms:Naphtho[1,2-b]furan-2(3H)-one,3a,4,5,5a,6,7,8,9b-octahydro-5a,9-dimethyl-3-methylene-, (3aa,5ab,9ba)-(?à)-; (?à)-Frullanolide; Naphtho[1,2-b]furan-2(3H)-one,3a,4,5,5a,6,7,8,9b-octahydro-5a,9-dimethyl-3-methylene-, (3aa,5ab,9ba)-

Chemical Property of (3aS,5aR,9bR)-5a,9-dimethyl-3-methylidene-3a,4,5,5a,6,7,8,9b-octahydronaphtho[1,2-b]furan-2(3H)-one

Chemical Property:

• Vapor Pressure: 6.47E-06mmHg at 25°C
• Boiling Point: 378°Cat760mmHg
• Flash Point: 158.7°C
• Density: 1.09g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3aS,5aR,9bR)-5a,9-dimethyl-3-methylidene-3a,4,5,5a,6,7,8,9b-octahydronaphtho[1,2-b]furan-2(3H)-one

There total 10 articles about (3aS,5aR,9bR)-5a,9-dimethyl-3-methylidene-3a,4,5,5a,6,7,8,9b-octahydronaphtho[1,2-b]furan-2(3H)-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: 65.0%

11-Phenylseleno-11,13-dihydrofrullanolide (97345-26-1,125556-86-7) → (+/-)-Frullanolide (62860-37-1)

Guidance literature:

With dihydrogen peroxide; acetic acid; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1055/s-1985-31092

Reference yield: 10.0%

Methanesulfonic acid (Z)-2-bromo-5-(2-formyl-1,3-dimethyl-cyclohex-2-enyl)-pent-2-enyl ester (78631-40-0) → (+/-)-Frullanolide (62860-37-1) + (1R,2R,4aR)-2-(1-Bromo-vinyl)-4a,8-dimethyl-1,2,3,4,4a,5,6,7-octahydro-naphthalen-1-ol (78638-29-6)

Guidance literature:

With nickel carbonyl; In benzene; at 58 - 63 ℃; for 20h;

DOI:10.1021/ja00403a065

Reference yield:

→ 5a,9-Dimethyl-3-methylene-3a,4,5,5a,6,7,8,9b-octahydro-3H-naphtho[1,2-b]furan-2-one (24164-19-0,27579-97-1,40776-40-7,62860-37-1,62929-54-8,132340-15-9)

Guidance literature:

1, Cyclis.;

DOI:10.1021/jo00831a046

upstream raw materials:

<3aRS-(3aα,5aβ,9bα)>-3a,4,5,5a,6,7,8,9b-octahydro-5a,9-dimethyl-3-<(trimethylsilyl)methylene>naphtho<1,2-b>furan-2(3H)-one

11-Phenylseleno-11,13-dihydrofrullanolide

Methanesulfonic acid (Z)-2-bromo-5-(2-formyl-1,3-dimethyl-cyclohex-2-enyl)-pent-2-enyl ester

Methanesulfonic acid (E)-2-bromo-5-(2-formyl-1,3-dimethyl-cyclohex-2-enyl)-pent-2-enyl ester