(7S,9S)-9-Acetyl-9-amino-7,8,9,10-tetrahydro-6,7,11-trihydroxy-5,12-naphthacenedione
- Product Name
- (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
- Formula Weight
- 367.35
- MOL File
- 92395-41-0.mol
(7S,9S)-9-Acetyl-9-amino-7,8,9,10-tetrahydro-6,7,11-trihydroxy-5,12-naphthacenedione Property
- 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
- HS Code
- 2922500090
(7S,9S)-9-Acetyl-9-amino-7,8,9,10-tetrahydro-6,7,11-trihydroxy-5,12-naphthacenedione Chemical Properties,Usage,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
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.
(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
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