3-[(E)-1,5-dihydroxy-4-methylpent-3-enyl]-4-hydroxy-7-methoxy-2,3,8-trimethyl-2H-benzo[g][1]benzofuran-6,9-dione

Base Information

Chemical Name:3-[(E)-1,5-dihydroxy-4-methylpent-3-enyl]-4-hydroxy-7-methoxy-2,3,8-trimethyl-2H-benzo[g][1]benzofuran-6,9-dione
CAS No.:125108-66-9
Molecular Formula:C₂₂H₂₆O₇
Molecular Weight:402.444
Hs Code.:
DSSTox Substance ID:DTXSID001037220
Mol file:125108-66-9.mol

Synonyms:furaquinocin A

Suppliers and Price of 3-[(E)-1,5-dihydroxy-4-methylpent-3-enyl]-4-hydroxy-7-methoxy-2,3,8-trimethyl-2H-benzo[g][1]benzofuran-6,9-dione

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

American Custom Chemicals Corporation
FURAQUINOCIN A 95.00%
5MG
$ 498.26

Total 3 raw suppliers

Chemical Property of 3-[(E)-1,5-dihydroxy-4-methylpent-3-enyl]-4-hydroxy-7-methoxy-2,3,8-trimethyl-2H-benzo[g][1]benzofuran-6,9-dione

Chemical Property:

Vapor Pressure:4.65E-19mmHg at 25°C
Boiling Point:673.5°C at 760 mmHg
Flash Point:235.9°C
PSA：113.29000
Density:1.34g/cm³
LogP:2.41980
XLogP3:2.5
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:5
Exact Mass:402.16785316
Heavy Atom Count:29
Complexity:754

Purity/Quality:

95% ^*data from raw suppliers

FURAQUINOCIN A 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1C(C2=C(C=C3C(=C2O1)C(=O)C(=C(C3=O)OC)C)O)(C)C(CC=C(C)CO)O
Isomeric SMILES:CC1C(C2=C(C=C3C(=C2O1)C(=O)C(=C(C3=O)OC)C)O)(C)C(C/C=C(\C)/CO)O

Technology Process of 3-[(E)-1,5-dihydroxy-4-methylpent-3-enyl]-4-hydroxy-7-methoxy-2,3,8-trimethyl-2H-benzo[g][1]benzofuran-6,9-dione

There total 25 articles about 3-[(E)-1,5-dihydroxy-4-methylpent-3-enyl]-4-hydroxy-7-methoxy-2,3,8-trimethyl-2H-benzo[g][1]benzofuran-6,9-dione 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: 85.0%

: 217486-59-4
(2R,3S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[(Z)-(R)-5-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methyl-pent-3-enyl]-7-methoxy-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-6,9-dione

: 125108-66-9
furaquinocin A

Guidance literature:: With 4 A molecular sieve; tetrabutyl ammonium fluoride; In tetrahydrofuran; for 3h;
DOI:10.1021/ja982403t

Reference yield: 70.0%

: 628299-90-1
(2R,3R)-3-[(R)-(E)-bis(tert-butyldimethylsilanyloxy)methylpent-3-enyl]-7-methoxy-2,3,8-trimethyl-4-triisopropylsilanyloxy-2,3-dihydronaphtho[1,2-b]furan-6,9-dione

: 125108-66-9
furaquinocin A

Guidance literature:: With hydrogen fluoride; In acetonitrile; at 20 ℃; for 20h;
DOI:10.1021/ja0364118

Reference yield:

: 217486-32-3
(2R,3R)-9-Benzyloxy-6,7-dimethoxy-4-(2-methoxy-ethoxymethoxy)-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-3-carbaldehyde

: 125108-66-9
furaquinocin A

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NaH / 1.) hexane, DMSO, RT, 40 min, 2.) hexane, DMSO, RT, 6 d

2: 1.) n-BuLi, 2.) BF₃*OEt₂ / 1.) THF, hexane, from -78 deg C to -10 deg C, 2.) THF, hexane, from -78 deg C to -20 deg C, 3 h

3: p-TsOH, EtOH / 11 h / 75 °C

4: Et₃N / CH₂Cl₂ / 1.5 h / -78 °C

5: 1,4-cyclohexadiene / 10percent Pd/C / ethanol / 0.33 h / 40 °C

6: DDQ, phosphate buffer (pH 7) / CH₂Cl₂; 2-methyl-propan-2-ol / 0.08 h / 0 °C

7: 85 percent / TBAF, 4 Angstroem molecular sieves / tetrahydrofuran / 3 h

With n-butyllithium; phosphate buffer; ethanol; cyclohexa-1,4-diene; 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium hydride; toluene-4-sulfonic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; tert-butyl alcohol;
DOI:10.1021/ja982403t