(7S,9S)-7,8,9,10-tetrahydro-6,7,9,11-tetrahydroxy-9-(N-phenylcarbamoyl)-5,12-naphthacenedione

Base Information

Chemical Name:(7S,9S)-7,8,9,10-tetrahydro-6,7,9,11-tetrahydroxy-9-(N-phenylcarbamoyl)-5,12-naphthacenedione
CAS No.:128496-42-4
Molecular Formula:C₂₅H₁₉NO₇
Molecular Weight:445.428
Hs Code.:

Synonyms:(7S,9S)-7,8,9,10-tetrahydro-6,7,9,11-tetrahydroxy-9-(N-phenylcarbamoyl)-5,12-naphthacenedione

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Chemical Property of (7S,9S)-7,8,9,10-tetrahydro-6,7,9,11-tetrahydroxy-9-(N-phenylcarbamoyl)-5,12-naphthacenedione

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Technology Process of (7S,9S)-7,8,9,10-tetrahydro-6,7,9,11-tetrahydroxy-9-(N-phenylcarbamoyl)-5,12-naphthacenedione

There total 6 articles about (7S,9S)-7,8,9,10-tetrahydro-6,7,9,11-tetrahydroxy-9-(N-phenylcarbamoyl)-5,12-naphthacenedione 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: 52.0%

: 103-71-9
phenyl isocyanate

: 91593-24-7
(+)-(1S,3S)-1,2,3,4,6,11-hexahydro-1,3,5,12-tetrahydroxy-3-(hydroxymethyl)-6,11-naphthacenedione

: 128496-42-4
(7S,9S)-7,8,9,10-tetrahydro-6,7,9,11-tetrahydroxy-9-(N-phenylcarbamoyl)-5,12-naphthacenedione

Guidance literature:: In pyridine; Ambient temperature;
DOI:10.1246/cl.1986.1739

Reference yield:

: 90146-19-3
(2R)-methyl 1,2,3,4,6,11-hexahydro-2,5,12-trihydroxy-6,11-dioxonaphthacene-2-carboxylate

: 128496-42-4
(7S,9S)-7,8,9,10-tetrahydro-6,7,9,11-tetrahydroxy-9-(N-phenylcarbamoyl)-5,12-naphthacenedione

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) lithium tri-t-butoxyaluminum hydride, 2.) p-toluene sulfonic acid / 1.) dimethylsulfoxide, 5 h, room temp; 2.) N,N-dimethylformamide, room temp.

2: bromine / CCl₄ / 2 h / Irradiation

3: 0.3 mol/dm³ NaOH / 0.5 h

4: aq. HF / acetonitrile

5: 52 percent / pyridine / Ambient temperature

With sodium hydroxide; lithium tri(t-butoxy)aluminum hydride; hydrogen fluoride; bromine; toluene-4-sulfonic acid; In pyridine; tetrachloromethane; acetonitrile;
DOI:10.1246/cl.1986.1739

Reference yield:

: 107022-83-3
(R)-2-(tert-butyldimethylsilyloxymethyl)-2,5,12-trihydroxy-1,2,3,4-tetrahydronaphthacene-6,11-dione

: 128496-42-4
(7S,9S)-7,8,9,10-tetrahydro-6,7,9,11-tetrahydroxy-9-(N-phenylcarbamoyl)-5,12-naphthacenedione

Guidance literature:: Multi-step reaction with 4 steps

1: bromine / CCl₄ / 2 h / Irradiation

2: 0.3 mol/dm³ NaOH / 0.5 h

3: aq. HF / acetonitrile

4: 52 percent / pyridine / Ambient temperature

With sodium hydroxide; hydrogen fluoride; bromine; In pyridine; tetrachloromethane; acetonitrile;
DOI:10.1246/cl.1986.1739