Efficient synthesis of N-benzyl-3-aminopyrrolidine-2,5-dione and N-benzyl-3-aminopyrrolidin-2-one |
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Authors: | Yen Vo-Hoang,Michel Vidal,Hervé Galons |
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Affiliation: | a Laboratoire de Chimie Organique, Faculté de Pharmacie, 4, avenue de l'Observatoire 75270 Paris Cedex 06, France b Laboratoire de Pharmacochimie Moléculaire et Cellulaire, INSERM U266, FRE2463 CNRS, U.F.R. biomédicale des Saints Pères, 45, rue des Saints Pères, 75006 Paris, France |
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Abstract: | Reaction of N-tert-butyloxycarbonylasparagine (Boc-Asn) with 2 equiv of benzyl bromide in presence of cesium carbonate led to N-benzyl-3-Boc-amino-pyrrolidin-2,5-dione 1a (N-benzyl-3-Boc-aminosuccinimide). Borane dimethylsulfide reduced 3-Boc-aminopyrrolidine-2,5-dione 1a into 3-Boc-aminopyrrolidin-2-one 2a. The same procedure could also be used to prepare derivatives 1 and 2 substituted on the aromatic ring. |
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Keywords: | Cyclic-imide Aminosuccinimide Aminopyrrolidinedione Aminopyrrolidinone |
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