(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
(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
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
(7S,9S)-9-Acetyl-9-amino-7,8,9,10-tetrahydro-6,7,11-trihydroxy-5,12-naphthacenedione Suppliers
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Speranza Chemical Co., Ltd. | +86-86-075521030354 +8618688942810 | sophieliu@speranzachem.com | China | 801 | 55 |
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Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418684 +8618949823763 | sales@tnjchem.com | China | 25363 | 58 |
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