Efficient synthesis of N-benzyl-3-aminopyrrolidine-2,5-dione and N-benzyl-3-aminopyrrolidin-2-one - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Tetrahedron Letters Année : 2004

Efficient synthesis of N-benzyl-3-aminopyrrolidine-2,5-dione and N-benzyl-3-aminopyrrolidin-2-one

Résumé

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.

Domaines

Chimie

Dates et versions

hal-03531874 , version 1 (18-01-2022)

Identifiants

Citer

Yen Vo-Hoang, Cécile Gasse, Michel Vidal, Christiane Garbay, Hervé Galons. Efficient synthesis of N-benzyl-3-aminopyrrolidine-2,5-dione and N-benzyl-3-aminopyrrolidin-2-one. Tetrahedron Letters, 2004, 45 (18), pp.3603-3605. ⟨10.1016/j.tetlet.2004.03.052⟩. ⟨hal-03531874⟩
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