JPS5511558A - Preparation of novel 3"-acylated macrolide antibiotic - Google Patents

Preparation of novel 3"-acylated macrolide antibiotic

Info

Publication number
JPS5511558A
JPS5511558A JP8547978A JP8547978A JPS5511558A JP S5511558 A JPS5511558 A JP S5511558A JP 8547978 A JP8547978 A JP 8547978A JP 8547978 A JP8547978 A JP 8547978A JP S5511558 A JPS5511558 A JP S5511558A
Authority
JP
Japan
Prior art keywords
formula
compound
alkanoyl
preparation
ammonia
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
JP8547978A
Other languages
Japanese (ja)
Other versions
JPS6154039B2 (en
Inventor
Hideo Sakakibara
Osamu Okegawa
Toshiyuki Watanabe
Tatsuro Fujiwara
Susumu Watanabe
Satoshi Omura
Tetsuo Matsuda
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.)
Toyo Jozo KK
Original Assignee
Toyo Jozo KK
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 Toyo Jozo KK filed Critical Toyo Jozo KK
Priority to JP8547978A priority Critical patent/JPS5511558A/en
Publication of JPS5511558A publication Critical patent/JPS5511558A/en
Publication of JPS6154039B2 publication Critical patent/JPS6154039B2/ja
Granted legal-status Critical Current

Links

Classifications

    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Saccharide Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

NEW MATERIAL:Compounds of formula I (A is 0 or single bond; R1 is acetyl, propionyl; R2 is 2W5C alkanoyl; R3 is 2W6C alkanoyl) and their salts.
EXAMPLE: 3,4"-diacetyl-3"-butyrylleucomycin V.
USE: Antibiotic; it is characterized by the introduction of acyl group in the 3"-position and the antibiotic activity and duration of keeping the concentration in blood are increased compared to conventional macrolide antibiotics.
PREPARATION: The reaction betwen a compound of formula II (R0 is H, R1, R4 are protecting groups capable of being eliminated with ammonia in lower alcohol; R5 is lower alkanoyl) and a compound of formula III is conducted in the presence of an organic tertiary amine to form a mixture of compounds of formula IV and V. The product is treated with ammonia in lower alcohol to removed the protecting group in the 9-postion, then the deacylation in the 18 position is effected. Further, the resulting product is heated in methanol and deacylated in the 2'-position to give the compound of formula I.
COPYRIGHT: (C)1980,JPO&Japio
JP8547978A 1978-07-12 1978-07-12 Preparation of novel 3"-acylated macrolide antibiotic Granted JPS5511558A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP8547978A JPS5511558A (en) 1978-07-12 1978-07-12 Preparation of novel 3"-acylated macrolide antibiotic

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP8547978A JPS5511558A (en) 1978-07-12 1978-07-12 Preparation of novel 3"-acylated macrolide antibiotic

Publications (2)

Publication Number Publication Date
JPS5511558A true JPS5511558A (en) 1980-01-26
JPS6154039B2 JPS6154039B2 (en) 1986-11-20

Family

ID=13860034

Family Applications (1)

Application Number Title Priority Date Filing Date
JP8547978A Granted JPS5511558A (en) 1978-07-12 1978-07-12 Preparation of novel 3"-acylated macrolide antibiotic

Country Status (1)

Country Link
JP (1) JPS5511558A (en)

Also Published As

Publication number Publication date
JPS6154039B2 (en) 1986-11-20

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