5,8a-Dimethyl-1-methylidene-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione

Base Information

Chemical Name:5,8a-Dimethyl-1-methylidene-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione
CAS No.:5945-42-6
Molecular Formula:C15H18O3
Molecular Weight:246.3016
Hs Code.:
DSSTox Substance ID:DTXSID90874676
Wikidata:Q105199264
Mol file:5945-42-6.mol

Synonyms:Aromaticin;5945-42-6;DTXSID90874676

Suppliers and Price of 5,8a-Dimethyl-1-methylidene-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 6 raw suppliers

Chemical Property of 5,8a-Dimethyl-1-methylidene-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione

Chemical Property:

Vapor Pressure:3.26E-07mmHg at 25°C
Boiling Point:418.5°Cat760mmHg
Flash Point:187.3°C
PSA：43.37000
Density:1.16g/cm³
LogP:2.27550
XLogP3:2.4
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:0
Exact Mass:246.125594432
Heavy Atom Count:18
Complexity:476

Purity/Quality:: 85.0-99.8% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1CC2C(CC3(C1C=CC3=O)C)C(=C)C(=O)O2

Technology Process of 5,8a-Dimethyl-1-methylidene-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione

There total 18 articles about 5,8a-Dimethyl-1-methylidene-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-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%

: (+/-)-(3aR*,4aS*,7aS*,8R*,9aS*)-3a,4,4a,5,6,7,7a,8,9,9a-decahydro-6-(phenylselenyl)-4a,8-dimethyl-3-methyleneazuleno<6,5-b>furan-2(3H)-one

: 5945-42-6,6754-14-9,74645-41-3,74645-43-5
(+/-)-aromaticin

Guidance literature:: With sodium periodate; In tetrahydrofuran; water; for 16h; Ambient temperature;
DOI:10.1021/jo00057a012

Reference yield:

: 123130-59-6
3-(1-methylethenyl)-2-<2-<(trimethylsilyl)methyl>allyl>-2-cyclopenten-1-one

: 5945-42-6,6754-14-9,74645-41-3,74645-43-5
(+/-)-aromaticin

Guidance literature:: Multi-step reaction with 11 steps

1: 77 percent / EtAlCl₂ / toluene / 1 h / Ambient temperature

2: 83 percent / Me₂AlCl / CH₂Cl₂; hexane / 3 h / Ambient temperature

3: 1.) Li, liqu. NH₃ / 1.) THF, -78 deg C, 1 h, 2.) -78 deg C, 3 h

4: 1.) diborane, 2.) 3 N NaOH, 30 percent H₂O₂ / 1.a) THF, -78 deg C, 4 h, b) -50 deg C, 2 h, c) 0 deg C, 10 h, 2.) 45 deg C, 2 h

5: 3 percent / O₂ / PtO₂ / H₂O; acetone / 8 h / 50 °C

6: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 30 min, 2.) -25 deg C

7: 60 percent / pyridine / 10 h / Ambient temperature

8: 1,5-diazabicyclo<5.4.0>undec-5-ene / benzene / 10 h / Ambient temperature

9: 86 percent / pyridinium dichromate / CH₂Cl₂ / 10 h / Ambient temperature

10: 91 percent / HCl / ethyl acetate / 10 h / Ambient temperature

11: 78 percent / NaIO₄ / tetrahydrofuran; H₂O / 16 h / Ambient temperature

With pyridine; hydrogenchloride; sodium hydroxide; sodium periodate; dipyridinium dichromate; ammonia; dihydrogen peroxide; oxygen; dimethylaluminum chloride; ethylaluminum dichloride; lithium; diborane; 1,5-Diazabicyclo[5.4.0]undec-5-ene; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; hexane; dichloromethane; water; ethyl acetate; acetone; toluene; benzene;
DOI:10.1021/jo00057a012

Reference yield:

: (+/-)-(3R*,3aS*,5R*,6S*,8R*)-1,6-dihydroxy-3a,8-dimethyl-1,2,3,3a,4,5,6,7,8,8a-decahydroazulene-5-ethanol

: 5945-42-6,6754-14-9,74645-41-3,74645-43-5
(+/-)-aromaticin

Guidance literature:: Multi-step reaction with 7 steps

1: 3 percent / O₂ / PtO₂ / H₂O; acetone / 8 h / 50 °C

2: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 30 min, 2.) -25 deg C

3: 60 percent / pyridine / 10 h / Ambient temperature

4: 1,5-diazabicyclo<5.4.0>undec-5-ene / benzene / 10 h / Ambient temperature

5: 86 percent / pyridinium dichromate / CH₂Cl₂ / 10 h / Ambient temperature

6: 91 percent / HCl / ethyl acetate / 10 h / Ambient temperature

7: 78 percent / NaIO₄ / tetrahydrofuran; H₂O / 16 h / Ambient temperature

With pyridine; hydrogenchloride; sodium periodate; dipyridinium dichromate; oxygen; 1,5-Diazabicyclo[5.4.0]undec-5-ene; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetone; benzene;
DOI:10.1021/jo00057a012