(3aR,5aR,10aR,10bS)-3a,5a,8-trimethyl-1-(propan-2-yl)-3a,5,5a,6,9,10,10a,10b-octahydrocyclohepta[e]indene-3,4-dione

Base Information

Chemical Name:(3aR,5aR,10aR,10bS)-3a,5a,8-trimethyl-1-(propan-2-yl)-3a,5,5a,6,9,10,10a,10b-octahydrocyclohepta[e]indene-3,4-dione
CAS No.:150998-99-5
Molecular Formula:C₂₀H₂₈O₂
Molecular Weight:300.441
Hs Code.:
Mol file:150998-99-5.mol

Synonyms:Cyclohept[e]indene-3,4-dione,3a,5,5a,6,9,10,10a,10b-octahydro-3a,5a,8-trimethyl-1-(1-methylethyl)-, [3aR-(3aa,5aa,10ab,10ba)]-; Cyanthiwigin B

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Chemical Property of (3aR,5aR,10aR,10bS)-3a,5a,8-trimethyl-1-(propan-2-yl)-3a,5,5a,6,9,10,10a,10b-octahydrocyclohepta[e]indene-3,4-dione

Chemical Property:

Vapor Pressure:3.77E-07mmHg at 25°C
Boiling Point:416.6°Cat760mmHg
Flash Point:155.8°C
Density:1.044g/cm³

Purity/Quality:

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Technology Process of (3aR,5aR,10aR,10bS)-3a,5a,8-trimethyl-1-(propan-2-yl)-3a,5,5a,6,9,10,10a,10b-octahydrocyclohepta[e]indene-3,4-dione

There total 11 articles about (3aR,5aR,10aR,10bS)-3a,5a,8-trimethyl-1-(propan-2-yl)-3a,5,5a,6,9,10,10a,10b-octahydrocyclohepta[e]indene-3,4-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: 86.0%

: C₂₀H₃₀O₂

: 150998-99-5
cyanthiwigin B

Guidance literature:: With pyridinium chlorochromate; In dichloromethane; at 22 ℃; for 14h; Inert atmosphere;
DOI:10.1002/chem.201100425

Reference yield:

: 1048344-87-1
C₁₉H₂₈O

: 150998-99-5
cyanthiwigin B

Guidance literature:: Multi-step reaction with 8 steps

1.1: Stewart-Grubbs catalyst / benzene / 0.33 h / 40 °C / Inert atmosphere

2.1: Stewart-Grubbs catalyst / benzene / 60 °C

3.1: sodium peroxoborate tetrahydrate / tetrahydrofuran; water / 1 h / 22 °C / Inert atmosphere

4.1: 2,2'-azobis(isobutyronitrile); 2-methylpropan-2-thiol / benzene / 22 h / 80 °C / Inert atmosphere

5.1: potassium hexamethylsilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

5.2: 2.5 h / -78 °C / Inert atmosphere

6.1: t r i s ( 4 , 4 ’-methoxydibenzylideneacetone)dipalladium(0) / acetonitrile / 2 h / 80 °C / Inert atmosphere

7.1: cerium(III) chloride / tetrahydrofuran; hexane / 22 h / -78 - 22 °C / Inert atmosphere

8.1: pyridinium chlorochromate / dichloromethane / 14 h / 22 °C / Inert atmosphere

With Stewart-Grubbs catalyst; cerium(III) chloride; t r i s ( 4 , 4 ’-methoxydibenzylideneacetone)dipalladium(0); sodium peroxoborate tetrahydrate; 2,2'-azobis(isobutyronitrile); potassium hexamethylsilazane; 2-methylpropan-2-thiol; pyridinium chlorochromate; In tetrahydrofuran; hexane; dichloromethane; water; acetonitrile; benzene; 7.1: Luche-type reaction;
DOI:10.1002/chem.201100425

Reference yield:

: C₁₆H₂₀O₆

: 150998-99-5
cyanthiwigin B

Guidance literature:: Multi-step reaction with 11 steps

1.1: bis(3,5,3′,5′-dimethoxydibenzylideneacetone)palladium(0); (S)-4-tert-butyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-1,3-oxazol / diethyl ether / 10 h / 25 °C / Inert atmosphere

2.1: potassium hexamethylsilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: 6 h / -78 °C / Inert atmosphere

3.1: chloro-trimethyl-silane; ethylene dibromide; zinc / tetrahydrofuran / 2 h / 65 °C / Inert atmosphere

3.2: 3 h / 65 °C / Inert atmosphere

4.1: Stewart-Grubbs catalyst / benzene / 0.33 h / 40 °C / Inert atmosphere

5.1: Stewart-Grubbs catalyst / benzene / 60 °C

6.1: sodium peroxoborate tetrahydrate / tetrahydrofuran; water / 1 h / 22 °C / Inert atmosphere

7.1: 2,2'-azobis(isobutyronitrile); 2-methylpropan-2-thiol / benzene / 22 h / 80 °C / Inert atmosphere

8.1: potassium hexamethylsilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

8.2: 2.5 h / -78 °C / Inert atmosphere

9.1: t r i s ( 4 , 4 ’-methoxydibenzylideneacetone)dipalladium(0) / acetonitrile / 2 h / 80 °C / Inert atmosphere

10.1: cerium(III) chloride / tetrahydrofuran; hexane / 22 h / -78 - 22 °C / Inert atmosphere

11.1: pyridinium chlorochromate / dichloromethane / 14 h / 22 °C / Inert atmosphere

With Stewart-Grubbs catalyst; chloro-trimethyl-silane; cerium(III) chloride; bis(3,5,3′,5′-dimethoxydibenzylideneacetone)palladium(0); t r i s ( 4 , 4 ’-methoxydibenzylideneacetone)dipalladium(0); sodium peroxoborate tetrahydrate; 2,2'-azobis(isobutyronitrile); potassium hexamethylsilazane; 2-methylpropan-2-thiol; ethylene dibromide; (S)-4-tert-butyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-1,3-oxazol; pyridinium chlorochromate; zinc; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; acetonitrile; benzene; 3.1: Negishi coupling reaction / 3.2: Negishi coupling reaction / 10.1: Luche-type reaction;
DOI:10.1002/chem.201100425