JPS57188562A - (s)-7-guanidino-3-hydroxyheptanamide and its synthesis - Google Patents

(s)-7-guanidino-3-hydroxyheptanamide and its synthesis

Info

Publication number
JPS57188562A
JPS57188562A JP56073511A JP7351181A JPS57188562A JP S57188562 A JPS57188562 A JP S57188562A JP 56073511 A JP56073511 A JP 56073511A JP 7351181 A JP7351181 A JP 7351181A JP S57188562 A JPS57188562 A JP S57188562A
Authority
JP
Japan
Prior art keywords
compound
group
guanidino
formula
amino group
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
JP56073511A
Other languages
Japanese (ja)
Other versions
JPS634821B2 (en
Inventor
Hamao Umezawa
Tomio Takeuchi
Shinichi Kondo
Hironobu Iinuma
Daishiro Ikeda
Teruya Nakamura
Akio Fujii
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 JP56073511A priority Critical patent/JPS57188562A/en
Publication of JPS57188562A publication Critical patent/JPS57188562A/en
Publication of JPS634821B2 publication Critical patent/JPS634821B2/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

  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

NEW MATERIAL:(S)-7-Guanidino-3-hydroxyheptanamide of formulaIand its acid addition salt.
USE: Useful as a synthetic intermediate of pharmaceuticals, and a synthetic intermediate of N-[4-(3-aminopropyl)aminobutyl]-2-[(S)-7-guanidino-3-hydroxyheptanamido]-2-hydroxyethanamide or its 3-O-acyl derivative useful as a carcinostastic agent.
PROCESS: L-Lysine of formula II is made to react with N-ethoxycarbonylphthalimide by conventional process, and then with thionyl chloride, etc. to obtain the compound of formula III (R is COCl). The product is made to react with diazomethane, and subjected to the Arndt-Eistert reaction and the removal of the protective group to obtain the compound of formula IV. The compound is converted to 3-hydroxyl derivative by protecting only the 7-position amino group and removing the 3-position amino group, then to the methyl ester with diazomethane, and then to the amide by reacting with NH3. The amino-protecting group of the amide is removed, and the 7-position amino group is converted to guanidine group to obtain the objective compound of formulaI.
COPYRIGHT: (C)1982,JPO&Japio
JP56073511A 1981-05-18 1981-05-18 (s)-7-guanidino-3-hydroxyheptanamide and its synthesis Granted JPS57188562A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP56073511A JPS57188562A (en) 1981-05-18 1981-05-18 (s)-7-guanidino-3-hydroxyheptanamide and its synthesis

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP56073511A JPS57188562A (en) 1981-05-18 1981-05-18 (s)-7-guanidino-3-hydroxyheptanamide and its synthesis

Publications (2)

Publication Number Publication Date
JPS57188562A true JPS57188562A (en) 1982-11-19
JPS634821B2 JPS634821B2 (en) 1988-02-01

Family

ID=13520340

Family Applications (1)

Application Number Title Priority Date Filing Date
JP56073511A Granted JPS57188562A (en) 1981-05-18 1981-05-18 (s)-7-guanidino-3-hydroxyheptanamide and its synthesis

Country Status (1)

Country Link
JP (1) JPS57188562A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0337013U (en) * 1989-08-23 1991-04-10

Also Published As

Publication number Publication date
JPS634821B2 (en) 1988-02-01

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