ES2019500A6 - New process for preparing anthracyclinones and their 5- imino derivatives - Google Patents
New process for preparing anthracyclinones and their 5- imino derivativesInfo
- Publication number
- ES2019500A6 ES2019500A6 ES8904002A ES8904002A ES2019500A6 ES 2019500 A6 ES2019500 A6 ES 2019500A6 ES 8904002 A ES8904002 A ES 8904002A ES 8904002 A ES8904002 A ES 8904002A ES 2019500 A6 ES2019500 A6 ES 2019500A6
- Authority
- ES
- Spain
- Prior art keywords
- yield
- anthracyclinones
- hydrolysis
- reaction
- preparing
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Anthracyclinones (I, X=0, R3=H) and their 5-imino derivatives (I, X=NH, R3=H) of the following general formula < IMAGE > are obtained from 1,4-dihydroxy-9,10-anthraquinones II by reaction with ammonia to yield the corresponding anthraquinonines III, acylation with an acid halide IV to yield the N,O,O-triacylated derivative V, isomerisation of the N,N,O-triacylated derivative V, Diels-Alder reaction with a diene VII to yield the adduct VIII, partial hydrolysis to IX, elimination of the acyl groups to yield X, reaction with an organomagnesium compound, aromatisation and hydrolysis to yield XI, addition of water forming 5-iminoanthracyclinone I (X=NH, R3-H) and hydrolysis with a strong acid to the corresponding anthracyclinone (I, X=O, R3=H). The anthracyclins have antitumoural activity.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ES8904002A ES2019500A6 (en) | 1989-11-23 | 1989-11-23 | New process for preparing anthracyclinones and their 5- imino derivatives |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ES8904002A ES2019500A6 (en) | 1989-11-23 | 1989-11-23 | New process for preparing anthracyclinones and their 5- imino derivatives |
Publications (1)
Publication Number | Publication Date |
---|---|
ES2019500A6 true ES2019500A6 (en) | 1991-06-16 |
Family
ID=8265035
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES8904002A Expired - Fee Related ES2019500A6 (en) | 1989-11-23 | 1989-11-23 | New process for preparing anthracyclinones and their 5- imino derivatives |
Country Status (1)
Country | Link |
---|---|
ES (1) | ES2019500A6 (en) |
-
1989
- 1989-11-23 ES ES8904002A patent/ES2019500A6/en not_active Expired - Fee Related
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
SA6 | Expiration date (snapshot 920101) |
Free format text: 2009-11-23 |
|
FD1A | Patent lapsed |
Effective date: 20020617 |