JPS6419091A - Production of (2"r)-4'-o-tetrahydropyranyladriamycin - Google Patents
Production of (2"r)-4'-o-tetrahydropyranyladriamycinInfo
- Publication number
- JPS6419091A JPS6419091A JP62173924A JP17392487A JPS6419091A JP S6419091 A JPS6419091 A JP S6419091A JP 62173924 A JP62173924 A JP 62173924A JP 17392487 A JP17392487 A JP 17392487A JP S6419091 A JPS6419091 A JP S6419091A
- Authority
- JP
- Japan
- Prior art keywords
- chloro
- tetrahydropyranyldaunomycin
- expressed
- formula
- chlorodaunomycin
- 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.)
- Granted
Links
Landscapes
- Saccharide Compounds (AREA)
Abstract
PURPOSE:To obtain the titled adriamycin useful in an anthracyclin based antitumor agent, etc., in high yield, by using chlorodaunomycin as an intermediate. CONSTITUTION:(A) 14-Chlorodaunomycin expressed by formula I or acid addition salt thereof is reacted with (C) 3,4-dihydro-2H-pyran in the presence of (B) an acid catalyst to carry out tetrahydropyranylation and the resultant (D) (2'' R)-14-chloro-4'-D-tetrahydropyranyldaunomycin expressed by formula II is separated and liberated from (2''S)-14-chloro-4'-O-tetrahydropyranyldaunomycin and 14-chloro-9-4'-di-O-tetrahydropyranyldaunomycin produced as by-product and then 14-chloro group of the component D is converted into 14-hydroxy group to provide the aimed adriamycin expressed by formula III.
Priority Applications (11)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP17392487A JPH07103146B2 (en) | 1987-07-14 | 1987-07-14 | Process for producing (2 "R) -4'-0-tetrahydropyranyl adriamycin |
US07/204,363 US4889926A (en) | 1987-06-12 | 1988-06-09 | Method for the synthesis of (2"R)-4'-O-tetra-hydropyranyladriamycim using 14-chloro-daunomycin as an intermediate |
DK317888A DK170051B1 (en) | 1987-06-12 | 1988-06-10 | 14-Chlordaunomycin and acid addition salts thereof, process for the preparation of (2 "R) -4'-O-tetrahydropyranyladriamycin and (2" R) -14-chloro-4'-O-tetrahydropyranyldunomycin |
ES88305309T ES2060652T3 (en) | 1987-06-12 | 1988-06-10 | 14-CHLORODAUNOMYCIN AND PROCEDURE FOR THE PREPARATION OF 14-CHLORODAUNOMYCIN, AND PROCEDURE FOR THE PREPARATION OF (2 "R) -4'-O-TETRAHYDROPYRANYLADRIAMYCIN. |
CA000569227A CA1303027C (en) | 1987-06-12 | 1988-06-10 | 14-chlorodaunomycin and process for the preparation of 14-chlorodaunomycin, and process for the preparation of (2"r)-4'-o-tetrahydropyranyladriamycin |
EP88305309A EP0295119B1 (en) | 1987-06-12 | 1988-06-10 | 14-Chlorodaunomycin and process for the preparation of 14-chlorodaunomycin, and process for the preparation of (2"R)-4'-0-tetrahydropyranyladriamycin |
AT88305309T ATE98251T1 (en) | 1987-06-12 | 1988-06-10 | 14-CHLORODAUNOMYCIN AND METHODS OF PRODUCTION OF 14-CHLORODAUNOMYCIN AND METHODS OF PRODUCTION OF (2''R)-4'-OTETRAHYDROPYRAMYLADRIAMYCIN. |
DE88305309T DE3886101T2 (en) | 1987-06-12 | 1988-06-10 | 14-chlorodaunomycin and process for producing 14-chlorodaunomycin and process for producing (2 "R) -4'-O-tetrahydropyramyladriamycin. |
KR1019880007016A KR950013771B1 (en) | 1987-06-12 | 1988-06-11 | Process for preparing 14-chlorodaunomyan and (2"r)-4'-0-tetrahydropyranyladriamyin |
CA000616210A CA1335199C (en) | 1987-06-12 | 1991-10-30 | 14-chlorodaumonycin and process for the preparation of 14-chlorodaunomycin, and process for the preparation of (2"r)-4'-o-tetrahydropyranyladriamycin |
DK079194A DK170172B1 (en) | 1987-06-12 | 1994-07-01 | Process for the preparation of 14-chloro-daunomycin or an acid addition salt thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP17392487A JPH07103146B2 (en) | 1987-07-14 | 1987-07-14 | Process for producing (2 "R) -4'-0-tetrahydropyranyl adriamycin |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS6419091A true JPS6419091A (en) | 1989-01-23 |
JPH07103146B2 JPH07103146B2 (en) | 1995-11-08 |
Family
ID=15969598
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP17392487A Expired - Fee Related JPH07103146B2 (en) | 1987-06-12 | 1987-07-14 | Process for producing (2 "R) -4'-0-tetrahydropyranyl adriamycin |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH07103146B2 (en) |
-
1987
- 1987-07-14 JP JP17392487A patent/JPH07103146B2/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
JPH07103146B2 (en) | 1995-11-08 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
LAPS | Cancellation because of no payment of annual fees |