Koenine

Base Information

Chemical Name:Koenine
CAS No.:28200-63-7
Molecular Formula:C₁₈H₁₇NO₂
Molecular Weight:279.338
Hs Code.:
UNII:T9B5DU7GNZ
DSSTox Substance ID:DTXSID801210874
Nikkaji Number:J17.659A
Wikidata:Q105286996
Metabolomics Workbench ID:44256
Mol file:28200-63-7.mol

Synonyms:Koenine;Kenine;28200-63-7;3,3,5-trimethyl-11H-pyrano[3,2-a]carbazol-8-ol;CHEBI:173980;DTXSID801210874;3,11-Dihydro-3,3,5-trimethylpyrano[3,2-a]carbazol-8-ol;3,11-Dihydro-3,3,5-trimethylpyrano[3,2-a]carbazol-8-ol, 9CI;5,5,8-trimethyl-6-oxa-17-azatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1,3,7,9,11,13,15-heptaen-13-ol

Suppliers and Price of Koenine

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 3 raw suppliers

Chemical Property of Koenine

Chemical Property:

Melting Point:248-250°C
PSA：45.25000
LogP:4.51930
XLogP3:4.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:0
Exact Mass:279.125928785
Heavy Atom Count:21
Complexity:447

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1=CC2=C(C3=C1OC(C=C3)(C)C)NC4=C2C=C(C=C4)O
Description A further constituent of the leaves of Murraya koenigii Spreng. this alkaloid forms colourless crystals from EtOH. The base contains one hydroxyl group and three methyl groups, again with two of the latter being gem dimethyls.

Technology Process of Koenine

There total 7 articles about Koenine 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: 87.0%

: 8-(tert-butyldiphenylsilyloxy)-3,3,5-trimethyl-3,11-dihydropyrano[3,2-a]carbazole

: 28200-63-7
6-hydroxygirinimbine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 ℃; for 0.166667h;
DOI:10.1055/s-0035-1560359

Reference yield:

: 6-(tert-butyldiphenylsilyloxy)-2-hydroxy-3-methyl-9H-carbazole

: 28200-63-7
6-hydroxygirinimbine

Guidance literature:: Multi-step reaction with 2 steps

1: titanium(IV) isopropylate / toluene / 16 h / 20 °C

2: tetrabutyl ammonium fluoride / N,N-dimethyl-formamide; tetrahydrofuran / 0.17 h / 0 °C

With titanium(IV) isopropylate; tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1055/s-0035-1560359

Reference yield:

: 106-41-2
4-bromo-phenol

: 28200-63-7
6-hydroxygirinimbine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 0.25 h / 20 °C

1.2: 3 h / 20 °C

2.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; DavePhos; sodium t-butanolate / toluene / 26 h / Reflux

3.1: N,N-dimethyl-formamide; palladium diacetate; copper diacetate / 0.75 h / 130 °C / Microwave irradiation

4.1: boron tribromide / dichloromethane / -78 - 20 °C

5.1: titanium(IV) isopropylate / toluene / 16 h / 20 °C

6.1: tetrabutyl ammonium fluoride / N,N-dimethyl-formamide; tetrahydrofuran / 0.17 h / 0 °C

With 1H-imidazole; titanium(IV) isopropylate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrabutyl ammonium fluoride; copper diacetate; palladium diacetate; boron tribromide; N,N-dimethyl-formamide; sodium t-butanolate; DavePhos; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 2.1: |Buchwald-Hartwig Coupling;
DOI:10.1055/s-0035-1560359