(S)-N-苄基-N-(1-苄基-2,5-二羰基吡咯烷-3-基)丙烯酰胺的合成
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摘要
以L-天门冬氨酸和苄胺为原料,依次经过成酸酐,酰化,闭环构建五元氮杂环,再经过手性氮脱保护,再保护,酰化,得到莫西沙星侧链中间体(S)-N-苄基-N-(1-苄基-2,5-二羰基吡咯烷-3-基)丙烯酰胺。
A novel intermediate of moxif loxacin,(S )-N-benzyl-N-(l-benzyl-2,5- dioxopyrrolidin-3-yl)acrylamide,has been constructed starting from L-aspartate and benzylamine by preparing anhydride,cyclization,deprotection,reprotection,acylation.
A novel intermediate of moxif loxacin,(S )-N-benzyl-N-(l-benzyl-2,5- dioxopyrrolidin-3-yl)acrylamide,has been constructed starting from L-aspartate and benzylamine by preparing anhydride,cyclization,deprotection,reprotection,acylation.
引文
[1]刘九雨,郭慧元.光谱高效新喹诺酮类抗菌药莫西沙星[J].国外医药(抗生素分册),2002,23(6):274-278.
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[4]Witiak D T,Muhi-Eldeen Z.Mahishi N et al.L(S)-and D(R)-3-Amino-L-Phenylpyrrolidines.Stereoselective Antagonists for Histamine and Acetylcholine Receptors in Vitro[J].J.Med.Chem..1971,14(1):24-30.
[5]Witiak D T.Vishnuvajjala B R.Cook W L et al.3,4-Methylenedioxyphenyl -,Isopropylidenedioxyphenyl-,and Benzyl-Substituted Chiral 2-Aminosuccinimides and 3-Aminopyrrolidines.Stereoselective Investigations of Potential Anti-Parkinsonian,Antipsychotic. and Anticonvulsant Activities[J].J.Med.Chem..1977.20(6):801-805.
[6]Dunn P J.Haner R.Ropoport H.Stereoselective Synthesis of 2,3-Diaminoacids-2,3-Diamino-4-Phenylbutanoic Acid[J].J.Org. Chem..1990,33(17):5017-5025.
[2]Kim N D.Moon Y H.Lee K I et al.Improved Method of Preparing 2-(S)-Amino-4-Phenylbutyric Acid[P].WO,2003020687. 2001-09-04.
[3]Ono T,Sato H.Methods for Making Optically Active 3-Aminopyrrolidine-2.5-Dione Derivative and Optically Active 3- Aminopyrrolidine Derivative[P].EP.1236716.2001-02-19.
[4]Witiak D T,Muhi-Eldeen Z.Mahishi N et al.L(S)-and D(R)-3-Amino-L-Phenylpyrrolidines.Stereoselective Antagonists for Histamine and Acetylcholine Receptors in Vitro[J].J.Med.Chem..1971,14(1):24-30.
[5]Witiak D T.Vishnuvajjala B R.Cook W L et al.3,4-Methylenedioxyphenyl -,Isopropylidenedioxyphenyl-,and Benzyl-Substituted Chiral 2-Aminosuccinimides and 3-Aminopyrrolidines.Stereoselective Investigations of Potential Anti-Parkinsonian,Antipsychotic. and Anticonvulsant Activities[J].J.Med.Chem..1977.20(6):801-805.
[6]Dunn P J.Haner R.Ropoport H.Stereoselective Synthesis of 2,3-Diaminoacids-2,3-Diamino-4-Phenylbutanoic Acid[J].J.Org. Chem..1990,33(17):5017-5025.