Gravelliferone

Base Information

Chemical Name:Gravelliferone
CAS No.:21316-80-3
Molecular Formula:C₁₉H₂₂O₃
Molecular Weight:298.382
Hs Code.:
ChEMBL ID:CHEMBL5177258
DSSTox Substance ID:DTXSID90556369
Metabolomics Workbench ID:44527
Nikkaji Number:J617.668B
Wikidata:Q82437903
Mol file:21316-80-3.mol

Synonyms:Gravelliferone;21316-80-3;CHEMBL5177258;7-hydroxy-3-(2-methylbut-3-en-2-yl)-6-(3-methylbut-2-enyl)chromen-2-one;2H-1-Benzopyran-2-one, 3-(1,1-dimethyl-2-propen-1-yl)-7-hydroxy-6-(3-methyl-2-buten-1-yl)-;Gravelliferone methyl ether;DTXSID90556369;CHEBI:174840;BDBM50591783;AKOS040735342;NS00094854;3-(1,1-Dimethylallyl)-7-hydroxy-6-(3-methyl-2-butenyl)coumarin, 8CI;3-(1,1-Dimethyl-2-propenyl)-7-hydroxy-6-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one, 9CI;7-Hydroxy-3-(2-methylbut-3-en-2-yl)-6-(3-methylbut-2-en-1-yl)-2H-1-benzopyran-2-one;7-hydroxy-6-(3-methylbut-2-en-1-yl)-3-(2-methylbut-3-en-2-yl)-2H-chromen-2-one

Suppliers and Price of Gravelliferone

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 0 raw suppliers

Chemical Property of Gravelliferone

Chemical Property:

XLogP3:5.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:298.15689456
Heavy Atom Count:22
Complexity:509

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(=CCC1=C(C=C2C(=C1)C=C(C(=O)O2)C(C)(C)C=C)O)C

Technology Process of Gravelliferone

There total 3 articles about Gravelliferone 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: 40.0%

: 87702-89-4
3-(1',1'-dimethylallyl)-7-(1'',1''-dimethylallyloxy)coumarin

: 56881-08-4
3-(1,1-dimethylallyl)-7-hydroxycoumarin

: 21316-80-3
7-hydroxy-6-(3-methylbut-2-enyl)-3-(2-methylbut-3-en-2-yl)-2H-chromen-2-one

: 87702-90-7
3-(1,1-Dimethylallyl)-8-(3,3-dimethylallyl)-7-hydroxycoumarin

Guidance literature:: With butanoic acid anhydride; at 200 ℃; for 7h;

Reference yield: 10.0%

: 62417-02-1
2,4-diprenyloxybenzaldehyde

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 6,8-diprenylumbelliferone

: 21316-80-3
7-hydroxy-6-(3-methylbut-2-enyl)-3-(2-methylbut-3-en-2-yl)-2H-chromen-2-one

: 21422-04-8
7-demethylsuberosin

: 72619-99-9
balsamiferone

: 8,9,9-trimethyl-6-(3-methylbut-2-enyl)-8,9-dihydro-2H-furo[2,3-h]chromen-2-one

Guidance literature:: In diphenylether; for 4h; Reflux;
DOI:10.1016/j.tetlet.2009.09.017

Reference yield:

: 52085-14-0
4-benzoxy-salicylaldehyde

: 21316-80-3
7-hydroxy-6-(3-methylbut-2-enyl)-3-(2-methylbut-3-en-2-yl)-2H-chromen-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 3 h / 20 °C / Large scale reaction

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1.5 h / -30 °C

2.2: 2 h / -30 °C

3.1: N,N-diethylaniline / 3 h / 215 °C / Inert atmosphere

4.1: aluminum (III) chloride; N,N-diethylaniline / dichloromethane / -10 - 0 °C

With aluminum (III) chloride; n-butyllithium; potassium carbonate; diisopropylamine; N,N-diethylaniline; potassium iodide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.3987/COM-10-11962