Semisynthetic .beta.-lactam antibiotics. 1. Acylation of 6-aminopenicillanic acid with activated derivatives of .alpha.-sulfophenylacetic acid

1972 ◽  
Vol 15 (11) ◽  
pp. 1105-1108 ◽  
Author(s):  
Shiro Morimoto ◽  
Hiroaki Nomura ◽  
Toshihiro Ishiguro ◽  
Takeshi Fugono ◽  
Kihachiro Maeda
Keyword(s):  
Beta Lactam ◽  
Beta Lactam Antibiotics ◽  
Derivatives Of

New synthesis of oxime-type beta-lactam antibiotics

1989 ◽  
Vol 54 (6) ◽  
pp. 1734-1745 ◽  
Author(s):  
Martin Mandel ◽  
Ludvík Novák ◽  
Miroslav Rajšner ◽  
Jiří Holubek ◽  
Vladislava Holá
Keyword(s):  
Phosphorus Pentachloride ◽  
Gram Negative Bacteria ◽  
Beta Lactam ◽  
Gram Positive ◽  
Gram Negative ◽  
Beta Lactam Antibiotics ◽  
New Synthesis ◽  
Trimethylsilyl Derivatives ◽  
Derivatives Of

Reaction of anhydrous acids II with phosphorus pentachloride afforded hydrochlorides of chlorides III which were used in acylations of N,O-bis(trimethylsilyl) derivatives of 6-aminopenicillanic and 7-aminodeacetoxycephalosporanic acid. Change of the (Z)-configuration of the alkoxyimino group during the synthesis was observed only in the methoxyimino series. The prepared penicillins IV are effective against gram-positive as well as gram-negative bacteria.

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