(3aS,13aR)-5,12-Dihydroxy-2-phenyl-3a,4,13,13a-tetrahydro-2-aza-cyclopenta[b]naphthacene-1,3,6,11-tetraone

Base Information

Chemical Name:(3aS,13aR)-5,12-Dihydroxy-2-phenyl-3a,4,13,13a-tetrahydro-2-aza-cyclopenta[b]naphthacene-1,3,6,11-tetraone
CAS No.:89024-03-3
Molecular Formula:C₂₆H₁₇NO₆
Molecular Weight:439.424
Hs Code.:

Synonyms:(3aS,13aR)-5,12-Dihydroxy-2-phenyl-3a,4,13,13a-tetrahydro-2-aza-cyclopenta[b]naphthacene-1,3,6,11-tetraone

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

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Chemical Property of (3aS,13aR)-5,12-Dihydroxy-2-phenyl-3a,4,13,13a-tetrahydro-2-aza-cyclopenta[b]naphthacene-1,3,6,11-tetraone

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Technology Process of (3aS,13aR)-5,12-Dihydroxy-2-phenyl-3a,4,13,13a-tetrahydro-2-aza-cyclopenta[b]naphthacene-1,3,6,11-tetraone

There total 9 articles about (3aS,13aR)-5,12-Dihydroxy-2-phenyl-3a,4,13,13a-tetrahydro-2-aza-cyclopenta[b]naphthacene-1,3,6,11-tetraone 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: 91.0%

: 941-69-5
N-phenyl-maleimide

: 89023-98-3
3,10-Dihydroxy-1,2-dihydro-cyclobuta[b]anthracene-4,9-dione

: 89024-03-3
(3aS,13aR)-5,12-Dihydroxy-2-phenyl-3a,4,13,13a-tetrahydro-2-aza-cyclopenta[b]naphthacene-1,3,6,11-tetraone

Guidance literature:: In various solvent(s); at 200 ℃; for 5h;
DOI:10.1016/S0040-4039(00)94157-1

Reference yield: 75.4%

: 941-69-5
N-phenyl-maleimide

: 77422-59-4
2,3-bis(bromomethyl)-1,4-dihydroxyanthracene-9,10-dione

: 89024-03-3
(3aS,13aR)-5,12-Dihydroxy-2-phenyl-3a,4,13,13a-tetrahydro-2-aza-cyclopenta[b]naphthacene-1,3,6,11-tetraone

Guidance literature:: With sodium iodide; In N,N-dimethyl acetamide; at 65 - 70 ℃; for 0.75h;
DOI:10.1021/ja00398a020

Reference yield:

: 85-44-9
phthalic anhydride

: 89024-03-3
(3aS,13aR)-5,12-Dihydroxy-2-phenyl-3a,4,13,13a-tetrahydro-2-aza-cyclopenta[b]naphthacene-1,3,6,11-tetraone

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) anhydrous aluminum chloride, sodium chloride, 2.) hydrochloric acid / 1.) 190 deg C, 2 min, 2.) heating, 2 h

2: 82.5 percent / bromine, benzoyl peroxide / tetrachloroethene / 20 h / Heating; Irradiation

3: 75.4 percent / sodium iodide / N,N-dimethyl-acetamide / 0.75 h / 65 - 70 °C

With hydrogenchloride; aluminium trichloride; Perbenzoic acid; bromine; sodium iodide; sodium chloride; In 1,1,2,2-tetrachloroethylene; N,N-dimethyl acetamide;
DOI:10.1021/ja00398a020