JPS6419091A - Production of (2"r)-4'-o-tetrahydropyranyladriamycin - Google Patents

Production of (2"r)-4'-o-tetrahydropyranyladriamycin

Info

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
Application number
JP62173924A
Other languages
Japanese (ja)
Other versions
JPH07103146B2 (en
Inventor
Tomoya Machinami
Takeshi Nakamura
Takeshi Nishihata
Shinichi Kondo
Tomio Takeuchi
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Microbial Chemistry Research Foundation
Original Assignee
Microbial Chemistry Research Foundation
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Microbial Chemistry Research Foundation filed Critical Microbial Chemistry Research Foundation
Priority to JP17392487A priority Critical patent/JPH07103146B2/en
Priority to US07/204,363 priority patent/US4889926A/en
Priority to DE88305309T priority patent/DE3886101T2/en
Priority to ES88305309T priority patent/ES2060652T3/en
Priority to CA000569227A priority patent/CA1303027C/en
Priority to EP88305309A priority patent/EP0295119B1/en
Priority to AT88305309T priority patent/ATE98251T1/en
Priority to DK317888A priority patent/DK170051B1/en
Priority to KR1019880007016A priority patent/KR950013771B1/en
Publication of JPS6419091A publication Critical patent/JPS6419091A/en
Priority to CA000616210A priority patent/CA1335199C/en
Priority to DK079194A priority patent/DK170172B1/en
Publication of JPH07103146B2 publication Critical patent/JPH07103146B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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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.
JP17392487A 1987-06-12 1987-07-14 Process for producing (2 "R) -4'-0-tetrahydropyranyl adriamycin Expired - Fee Related JPH07103146B2 (en)

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)

Also Published As

Publication number Publication date
JPH07103146B2 (en) 1995-11-08

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Legal Events

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