Kigelinone

Base Information

Chemical Name:Kigelinone
CAS No.:80931-34-6
Molecular Formula:C₁₄H₁₀O₅
Molecular Weight:258.23
Hs Code.:
DSSTox Substance ID:DTXSID50331937
Nikkaji Number:J791.524A
Wikidata:Q27107093
Metabolomics Workbench ID:143405
ChEMBL ID:CHEMBL611052

Synonyms:kigelinone

Suppliers and Price of Kigelinone

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 2 raw suppliers

Chemical Property of Kigelinone

Chemical Property:

Vapor Pressure:1.91E-09mmHg at 25°C
Boiling Point:465°Cat760mmHg
Flash Point:235°C
Density:1.506g/cm³
XLogP3:2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:258.05282342
Heavy Atom Count:19
Complexity:407

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C1=CC2=C(O1)C(=O)C3=C(C2=O)C=CC=C3O)O
Isomeric SMILES:C[C@@H](C1=CC2=C(O1)C(=O)C3=C(C2=O)C=CC=C3O)O

Technology Process of Kigelinone

There total 4 articles about Kigelinone 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: 97.0%

: 2-acetyl-8-hydroxynaphtho<2,3-b>furan-4,9-dione

: 80931-34-6
kigelinone

Guidance literature:: With (1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II); formic acid; triethylamine; In dichloromethane; at 20 ℃; for 24h; optical yield given as %ee; stereoselective reaction; Inert atmosphere;
DOI:10.1016/j.bmc.2009.07.039

Reference yield: 30.0%

: 3-(dimethylamino)-5-hydroxy-2-(3-hydroxybut-1-yn-1-yl)naphthalene-1,4-dione

: 80931-34-6,123357-14-2,139067-69-9,123049-14-9
8-hydroxy-2-(1-hydroxyethyl)naphtho[2,3-b]furan-4,9-dione

Guidance literature:: With water; In methanol; N,N-dimethyl-formamide; for 24h; Inert atmosphere; Reflux;
DOI:10.1248/cpb.c13-00102

Reference yield:

: 41067-05-4
2-(dimethylamino)-8-hydroxy-1,4-naphthalenedione

: 80931-34-6,123357-14-2,139067-69-9,123049-14-9
8-hydroxy-2-(1-hydroxyethyl)naphtho[2,3-b]furan-4,9-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

2.1: copper(I) oxide; potassium carbonate / pyridine / 2 h / 20 °C / Inert atmosphere

2.2: 21 h / 20 °C / Inert atmosphere

3.1: water / N,N-dimethyl-formamide; methanol / 24 h / Inert atmosphere; Reflux

With copper(I) oxide; N-Bromosuccinimide; water; potassium carbonate; In pyridine; methanol; N,N-dimethyl-formamide; 2.2: |Sonogashira Cross-Coupling;
DOI:10.1248/cpb.c13-00102