FR2334686A1 - 3-Hydroxy-cephem cpds. prepn. - via new alpha-substd. 3-amino-4-mercapto-2-azetidinone-1-acetic acid derivs - Google Patents

3-Hydroxy-cephem cpds. prepn. - via new alpha-substd. 3-amino-4-mercapto-2-azetidinone-1-acetic acid derivs

Info

Publication number
FR2334686A1
FR2334686A1 FR7701587A FR7701587A FR2334686A1 FR 2334686 A1 FR2334686 A1 FR 2334686A1 FR 7701587 A FR7701587 A FR 7701587A FR 7701587 A FR7701587 A FR 7701587A FR 2334686 A1 FR2334686 A1 FR 2334686A1
Authority
FR
France
Prior art keywords
amino
azetidinone
substd
cephem
hydroxy
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
FR7701587A
Other languages
French (fr)
Other versions
FR2334686B1 (en
Inventor
Teruji Tsuji
Yoshio Hamashima
Mitsuru Yoshioka
Masayu Narisada
Hiroshi Tanida
Taichiro Komeno
Wataru Nagata
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.)
Shionogi and Co Ltd
Original Assignee
Shionogi and Co Ltd
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
Priority claimed from JP50022229A external-priority patent/JPS51105051A/ja
Priority claimed from JP50028452A external-priority patent/JPS609516B2/en
Application filed by Shionogi and Co Ltd filed Critical Shionogi and Co Ltd
Publication of FR2334686A1 publication Critical patent/FR2334686A1/en
Application granted granted Critical
Publication of FR2334686B1 publication Critical patent/FR2334686B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/06—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D205/08—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
    • C07D205/09—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams with a sulfur atom directly attached in position 4
    • C07D205/095—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams with a sulfur atom directly attached in position 4 and with a nitrogen atom directly attached in position 3

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Cephalosporin Compounds (AREA)

Abstract

7-Amino-3-hydroxy-3-cephem-4-carboxylic acid derivs of formula (I) are prepd. by (a) halogenating a 1-(2-Y-1-COX-1-propenyl)-3-amino-4-(protected mercapto)-2-azetidinone of formula (II), (b) deprotecting the resulting 1-(3-halo-2-Y-1-COX-1-propenyl) cpd. of formula (III), and (c) cyclising the product, (where Q is opt. substd. amino, pref. acylamino, and R is a protecting gp., or Q and SR together can form a -N=CR1-S- gp., whwe where R1 is a substituent capable of forming a COR1 acyl radical; X is OH or a carboxy-protecting gp.; Y is OH (opt. in ketonic form) or a disubstd. amino gp.).
FR7701587A 1975-02-21 1977-01-20 3-Hydroxy-cephem cpds. prepn. - via new alpha-substd. 3-amino-4-mercapto-2-azetidinone-1-acetic acid derivs Granted FR2334686A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP50022229A JPS51105051A (en) 1975-02-21 1975-02-21
JP50028452A JPS609516B2 (en) 1975-03-07 1975-03-07 Cyclization method for Cefem skeleton

Publications (2)

Publication Number Publication Date
FR2334686A1 true FR2334686A1 (en) 1977-07-08
FR2334686B1 FR2334686B1 (en) 1981-01-23

Family

ID=26359409

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7701587A Granted FR2334686A1 (en) 1975-02-21 1977-01-20 3-Hydroxy-cephem cpds. prepn. - via new alpha-substd. 3-amino-4-mercapto-2-azetidinone-1-acetic acid derivs

Country Status (1)

Country Link
FR (1) FR2334686A1 (en)

Also Published As

Publication number Publication date
FR2334686B1 (en) 1981-01-23

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