ChemicalBook >> CAS DataBase List >>(7S,9S)-9-Acetyl-9-amino-7,8,9,10-tetrahydro-6,7,11-trihydroxy-5,12-naphthacenedione

(7S,9S)-9-Acetyl-9-amino-7,8,9,10-tetrahydro-6,7,11-trihydroxy-5,12-naphthacenedione

CAS No.
92395-41-0
Chemical Name:
(7S,9S)-9-Acetyl-9-amino-7,8,9,10-tetrahydro-6,7,11-trihydroxy-5,12-naphthacenedione
Synonyms
Amrubicin intermediate;Amrubicin Intermediate 5;Amrubicinhydrochloride int5;9α-amino-9β-acetyl-7,8,9,10-tetrahydro-6,7α,11-trihydroxy-5,12-naphthacenedione;(7S,9S)-9-Acetyl-9-amino-6,7,11-trihydroxy-7,8,9,10-tetrahydro-5,12-tetracenedione;(7S,9S)-9-Acetyl-9-amino-7,8,9,10-tetrahydro-6,7,11-trihydroxy-5,12-naphthacenedione;5,12-Naphthacenedione, 9-acetyl-9-amino-7,8,9,10-tetrahydro-6,7,11-trihydroxy-, (7S,9S)-
CBNumber:
CB22717140
Molecular Formula:
C20H17NO6
Molecular Weight:
367.35
MDL Number:
MFCD29919162
MOL File:
92395-41-0.mol
Last updated:2023-04-27 16:27:43

(7S,9S)-9-Acetyl-9-amino-7,8,9,10-tetrahydro-6,7,11-trihydroxy-5,12-naphthacenedione Properties

Melting point 158-159℃
Boiling point 604.6±55.0 °C(Predicted)
Density 1.550±0.06 g/cm3(Predicted)
pka 7.92±0.60(Predicted)

SAFETY

Risk and Safety Statements

HS Code  2922500090

(7S,9S)-9-Acetyl-9-amino-7,8,9,10-tetrahydro-6,7,11-trihydroxy-5,12-naphthacenedione Chemical Properties,Uses,Production

Uses

(7S,9S)-9-Acetyl-9-amino-7,8,9,10-tetrahydro-6,7,11-trihydroxy-5,12-naphthacenedione can be used as organic synthesis intermediates and pharmaceutical intermediates. It is an intermediate in the synthesis of amrubicin. amrubicin is a third-generation synthetic anthracycline currently in development for the treatment of small cell lung cancer.

Synthesis

Synthesis_92395-41-0
A mixture of R-9-acetamido-9- [1,1- (2,2-dimethylpropanedioxy) ethyl] -4,5-dihydro-6,13-dihydroxy -4,14- Methyl-14H-anthraceno [3,2-f] - [1,3] oxazolene-7,12-dione (Compound 4, R = CH3), 1200 g of 3N sulfuric acid aqueous solution and incubated at 60-70 ?? C for 8 hours. The pH of the solution was adjusted to 7-8 with aqueous sodium hydrogencarbonate solution, The combined chloroform layers were washed with water, dried, filtered and concentrated. The residue was stirred with isopropyl ether to give (+) - 9-amino-4-demethoxy-9-deoxo daunomycinone.

37464-90-7
92395-41-0
Synthesis of (7S,9S)-9-Acetyl-9-amino-7,8,9,10-tetrahydro-6,7,11-trihydroxy-5,12-naphthacenedione from 5,8-Dimethoxy-2-tetralone

(7S,9S)-9-Acetyl-9-amino-7,8,9,10-tetrahydro-6,7,11-trihydroxy-5,12-naphthacenedione Preparation Products And Raw materials

Raw materials

Preparation Products

(7S,9S)-9-Acetyl-9-amino-7,8,9,10-tetrahydro-6,7,11-trihydroxy-5,12-naphthacenedione Suppliers

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(7S,9S)-9-Acetyl-9-amino-7,8,9,10-tetrahydro-6,7,11-trihydroxy-5,12-naphthacenedione Amrubicinhydrochloride int5 5,12-Naphthacenedione, 9-acetyl-9-amino-7,8,9,10-tetrahydro-6,7,11-trihydroxy-, (7S,9S)- 9α-amino-9β-acetyl-7,8,9,10-tetrahydro-6,7α,11-trihydroxy-5,12-naphthacenedione Amrubicin intermediate Amrubicin Intermediate 5 (7S,9S)-9-Acetyl-9-amino-6,7,11-trihydroxy-7,8,9,10-tetrahydro-5,12-tetracenedione 92395-41-0