9-Acetyl-6,9-dihydroxy-7,8,9,10-tetrahydrotetracene-5,12-dione

Base Information

Chemical Name:9-Acetyl-6,9-dihydroxy-7,8,9,10-tetrahydrotetracene-5,12-dione
CAS No.:77312-60-8
Molecular Formula:C20H16O5
Molecular Weight:336.344
Hs Code.:
DSSTox Substance ID:DTXSID60516536

Synonyms:77312-60-8;SCHEMBL10787523;DTXSID60516536;MGCYXYQPFUKLTA-UHFFFAOYSA-N;9-Acetyl-6,9-dihydroxy-7,8,9,10-tetrahydrotetracene-5,12-dione;9-acetyl-6,9-dihydroxy-5,7,8,9,10,12-hexahydronaphthacene-5,12-dione

Suppliers and Price of 9-Acetyl-6,9-dihydroxy-7,8,9,10-tetrahydrotetracene-5,12-dione

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 9-Acetyl-6,9-dihydroxy-7,8,9,10-tetrahydrotetracene-5,12-dione

Chemical Property:

XLogP3:2.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:336.09977361
Heavy Atom Count:25
Complexity:613

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(=O)C1(CCC2=C(C3=C(C=C2C1)C(=O)C4=CC=CC=C4C3=O)O)O

Technology Process of 9-Acetyl-6,9-dihydroxy-7,8,9,10-tetrahydrotetracene-5,12-dione

There total 2 articles about 9-Acetyl-6,9-dihydroxy-7,8,9,10-tetrahydrotetracene-5,12-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: 22.0%

: 85-44-9
phthalic anhydride

: 77312-59-5
(+/-)-2-acetyl-2-hydroxy-5-methoxy-1,2,3,4-tetrahydronaphthalene

: 77312-60-8
(+/-)-9-acetyl-6,9-dihydroxy-7,8,9,10-tetrahydronaphthacene-5,12-dione

Guidance literature:: With aluminium trichloride; sodium chloride; at 190 ℃; for 0.166667h;

Reference yield:

: 85-44-9
phthalic anhydride

: 77312-60-8
(+/-)-9-acetyl-6,9-dihydroxy-7,8,9,10-tetrahydronaphthacene-5,12-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 50 percent / AlCl₃-NaCl / neat (no solvent) / 0.17 h / 180 °C

2: 96 percent / hydrogen / Pd/C / ethyl acetate / 1 h / 25 °C

3: PTS acid

4: epoxydation

5: 1) base, 2) acid

With aluminium trichloride; hydrogen; toluene-4-sulfonic acid; sodium chloride; palladium on activated charcoal; In ethyl acetate;
DOI:10.1016/S0040-4039(00)81613-5

Reference yield:

: 77312-60-8
(+/-)-9-acetyl-6,9-dihydroxy-7,8,9,10-tetrahydronaphthacene-5,12-dione

: 77312-64-2,77398-06-2,77398-07-3,82950-07-0
(-)-4'-O-p-nitrobenzoyl-3'-N-trifluoroacetyl-4-demethoxy-11-deoxydaunomycin

Guidance literature:: Multi-step reaction with 4 steps

1: p-TsOH / benzene / 3 h / Heating

2: 1.) NBS, AIBN; 2.) silica gel, H₂O / 1.) CCl₄, 80 deg C, 35 min; 2.) THF, r.t., 1.5 h

3: 1.) PhB(OH)2, CF₃COOH; 2.) 2-methyl-2,4-pentanediol, AcOH / 1.) toluene, 10 h, r.t.; 2.) CH₂Cl₂/acetone, r.t., 46 h

4: 46 percent / TMSOTf, molecular sieves 4 Angstroem / CH₂Cl₂; diethyl ether / 4 h / -15 °C

With 2-methyl-2,4-pentanediol; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; water; silica gel; toluene-4-sulfonic acid; acetic acid; trifluoroacetic acid; phenylboronic acid; In diethyl ether; dichloromethane; benzene;
DOI:10.1248/cpb.36.3897