(+)-2-Methoxy-3,5-dimethyl-6-[4-[7-(4-nitrophenyl)-2,4,6-trimethyl-2,4,6-heptatrienylidene]tetrahydrofuran-2-yl]-4H-pyran-4-one

Base Information

Chemical Name:(+)-2-Methoxy-3,5-dimethyl-6-[4-[7-(4-nitrophenyl)-2,4,6-trimethyl-2,4,6-heptatrienylidene]tetrahydrofuran-2-yl]-4H-pyran-4-one
CAS No.:28900-27-8
Molecular Formula:C₂₈H₃₁NO₆
Molecular Weight:477.557
Hs Code.:
Mol file:28900-27-8.mol

Synonyms: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]-,(+)- (9CI); 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]-,(+)- (8CI); Neoaureothin

Suppliers and Price of (+)-2-Methoxy-3,5-dimethyl-6-[4-[7-(4-nitrophenyl)-2,4,6-trimethyl-2,4,6-heptatrienylidene]tetrahydrofuran-2-yl]-4H-pyran-4-one

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

Usbiological
Neoaureothin
500ug
$ 523.00

Total 5 raw suppliers

Chemical Property of (+)-2-Methoxy-3,5-dimethyl-6-[4-[7-(4-nitrophenyl)-2,4,6-trimethyl-2,4,6-heptatrienylidene]tetrahydrofuran-2-yl]-4H-pyran-4-one

Chemical Property:

Vapor Pressure:2.5E-17mmHg at 25°C
Boiling Point:660.7°Cat760mmHg
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:

98%Min ^*data from raw suppliers

Neoaureothin ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

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)C2C/C(=C\C(=C\C(=C\C(=C\C3=CC=C(C=C3)[N+](=O)[O-])\C)\C)\C)/CO2
Uses Neoaureothin is an unusual chain-extended analogue of aureothin.Neoaureothin was first reported as a co-metabolite of neoantimycin in Streptomyces orinoci. Neoaureothin has anti-HIV and antifungal activity. . Recent investigations have identified two photo-isomers of neoaureothin, SNF4435C and SNF4435D, as potent immunosuppressive agents. Neoaureothin is a chain-extended analog of aureothin.

Technology Process of (+)-2-Methoxy-3,5-dimethyl-6-[4-[7-(4-nitrophenyl)-2,4,6-trimethyl-2,4,6-heptatrienylidene]tetrahydrofuran-2-yl]-4H-pyran-4-one

There total 18 articles about (+)-2-Methoxy-3,5-dimethyl-6-[4-[7-(4-nitrophenyl)-2,4,6-trimethyl-2,4,6-heptatrienylidene]tetrahydrofuran-2-yl]-4H-pyran-4-one 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%

: 856859-85-3
(+/-)-2-((E)-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)

: 857086-91-0,28900-27-8
(+/-)-2-methoxy-3,5-dimethyl-6-((E)-4-((2E,4E,6E)-2,4,6-trimethyl-7-(4-nitrophenyl)hepta-2,4,6-trienylidene)-tetrahydrofuran-2-yl)-4H-pyran-4-one

Guidance literature:: bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; toluene; at 20 ℃; for 0.333333h;
DOI:10.1021/ol0507874

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

: 857086-91-0,28900-27-8
(+/-)-2-methoxy-3,5-dimethyl-6-((E)-4-((2E,4E,6E)-2,4,6-trimethyl-7-(4-nitrophenyl)hepta-2,4,6-trienylidene)-tetrahydrofuran-2-yl)-4H-pyran-4-one

Guidance literature:: Multi-step reaction with 2 steps

1: 29 percent / TlOEt / Pd(PPh₃)4 / tetrahydrofuran; H₂O / 0.5 h / 22 °C

2: 89 percent / Pd(t-Bu₃P)2 / tetrahydrofuran; toluene / 0.33 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