Neoaureothin

Base Information

Chemical Name:Neoaureothin
CAS No.:59795-94-7
Molecular Formula:C₂₈H₃₁NO₆
Molecular Weight:477.557
Hs Code.:
UNII:NH93BW6NAQ
Nikkaji Number:J2.185.585E
Wikidata:Q106041352
Metabolomics Workbench ID:200651
ChEMBL ID:CHEMBL456465
Mol file:59795-94-7.mol

Synonyms:NEOAUREOTHIN;(+)-spectinabilin;28900-27-8;(+)-2-Methoxy-3,5-dimethyl-6-[tetrahydro-4-[(1Z,2E,4E,6E)-2,4,6-trimethyl-7-(4-nitrophenyl)-2,4,6-heptatrienylidene]furan-2-yl]-4H-pyran-4-one;NSC-260179;(+)-neoaureothin;SPECTINABILINE;CHEMBL456465;SCHEMBL18133418;CHEBI:142841;4H-Pyran-4-one, 2-methoxy-3,5-dimethyl-6-(tetrahydro-4-(2,4,6-trimethyl-7-(4-nitrophenyl)-2,4,6-heptatrienylidene)-2-furanyl)-, (+)-;4H-Pyran-4-one, 2-methoxy-3,5-dimethyl-6-[tetrahydro-4-[2,4,6-trimethyl-7-(4-nitrophenyl)-2,4,6-heptatrienylidene]-2-furanyl]-, ()-;4H-Pyran-4-one, 2-methoxy-3,5-dimethyl-6-[tetrahydro-4-[2,4,6-trimethyl-7-(p-nitrophenyl)-2,4,6-heptatrienylidene]-2-furyl]-, ()-;AKOS040754763;2-[4-[(1Z,2E,4E,6E)-2,4,6-Trimethyl-7-(4-nitrophenyl)-2,4,6-heptatriene-1-ylidene]tetrahydrofuran-2beta-yl]-3,5-dimethyl-6-methoxy-4H-pyran-4-one;2-METHOXY-3,5-DIMETHYL-6-((2R,4Z)-TETRAHYDRO-4-((2E,4E,6E)-2,4,6-TRIMETHYL-7-(4-NITROPHENYL)-2,4,6-HEPTATRIEN-1-YLIDENE)-2-FURANYL)-4H-PYRAN-4-ONE;2-methoxy-3,5-dimethyl-6-[(2R,4Z)-4-[(2E,4E,6E)-2,4,6-trimethyl-7-(4-nitrophenyl)hepta-2,4,6-trienylidene]tetrahydrofuran-2-yl]pyran-4-one;2-methoxy-3,5-dimethyl-6-{(2R,4Z)-4-[(2E,4E,6E)-2,4,6-trimethyl-7-(4-nitrophenyl)hepta-2,4,6-trien-1-ylidene]tetrahydrofuran-2-yl}-4H-pyran-4-one;4H-PYRAN-4-ONE, 2-METHOXY-3,5-DIMETHYL-6-((2R,4Z)-TETRAHYDRO-4-((2E,4E,6E)-2,4,6-TRIMETHYL-7-(4-NITROPHENYL)-2,4,6-HEPTATRIEN-1-YLIDENE)-2-FURANYL)-

Suppliers and Price of Neoaureothin

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

Cayman Chemical
Neoaureothin
2.5mg
$ 1056.00

Cayman Chemical
Neoaureothin
500μg
$ 302.00

AK Scientific
Spectinabilin
2.5mg
$ 1418.00

Total 3 raw suppliers

Chemical Property of Neoaureothin

Chemical Property:

Vapor Pressure:2.5E-17mmHg at 25°C
Boiling Point:660.7°C at 760 mmHg
Flash Point:241°C
PSA：94.49000
Density:1.2g/cm³
LogP:7.08050
XLogP3:6.2
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:6
Exact Mass:477.21513771
Heavy Atom Count:35
Complexity:1040

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Neoaureothin ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1=C(OC(=C(C1=O)C)OC)C2CC(=CC(=CC(=CC(=CC3=CC=C(C=C3)[N+](=O)[O-])C)C)C)CO2
Isomeric SMILES:CC1=C(OC(=C(C1=O)C)OC)[C@H]2C/C(=C/C(=C/C(=C/C(=C/C3=CC=C(C=C3)[N+](=O)[O-])/C)/C)/C)/CO2

Technology Process of Neoaureothin

There total 9 articles about Neoaureothin 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: 89.0%

: 856859-87-5
(+/-)-2-((Z)-4-((2Z,4E,6E)-2-bromo-4,6-dimethyl-7-(4-nitrophenyl)hepta-2,4,6-trienylidene)-tetrahydrofuran-2-yl)-6-methoxy-3,5-dimethyl-4H-pyran-4-one

: 544-97-8
dimethyl zinc(II)

: 59795-94-7,857086-90-9,170553-60-3,28900-27-8
(+/-)-spectinabilin

Guidance literature:: bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; toluene; at 20 ℃; for 0.75h;
DOI:10.1021/ol0507874

Reference yield:

: 856859-84-2
1-((1E,3E)-6,6-dibromo-2,4-dimethylhexa-1,3,5-trienyl)-4-nitrobenzene

: 59795-94-7,857086-90-9,170553-60-3,28900-27-8
(+/-)-spectinabilin

Guidance literature:: Multi-step reaction with 2 steps

1: 35 percent / TlOEt / Pd(PPh₃)4 / tetrahydrofuran; H₂O / 0.5 h / 22 °C

2: 89 percent / Pd(t-Bu₃P)2 / tetrahydrofuran; toluene / 0.75 h / 22 °C

With thallium (I) ethoxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; water; toluene; 1: Suzuki coupling / 2: Negishi methylation;
DOI:10.1016/j.tet.2005.11.058

Reference yield:

: 846031-12-7
(+/-)-2-methoxy-3,5-dimethyl-6-(4-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)-tetrahydrofuran-2-yl)-4H-pyran-4-one

: 59795-94-7,857086-90-9,170553-60-3,28900-27-8
(+/-)-spectinabilin

Guidance literature:: Multi-step reaction with 2 steps

1: 35 percent / TlOEt / Pd(PPh₃)4 / tetrahydrofuran; H₂O / 0.5 h / 22 °C

2: 89 percent / Pd(t-Bu₃P)2 / tetrahydrofuran; toluene / 0.75 h / 22 °C

With thallium (I) ethoxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; water; toluene; 1: Suzuki coupling / 2: Negishi methylation;
DOI:10.1016/j.tet.2005.11.058