Amide Formation: Choosing the Safer Carbodiimide in Combination with OxymaPure to Avoid HCN Release

It has been reported that DIC can react with OxymaPure to render an oxadiazole compound with the concomitant formation of HCN. Here we demonstrate that this reaction is not a feature of all carbodiimides but rather depends on the alkyl structure that flanks the two N atoms of the carbodiimide. Furth...

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Detalles Bibliográficos
Autores: Manne, Srinivasa Rao, Luna, Omar, Acosta, Gerardo A., Royo, Miriam, El-Faham, Ayman, Orosz, Gyorgy, de la Torre, Beatriz G., Albericio, Fernando
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2021
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/251918
Acceso en línea:http://hdl.handle.net/10261/251918
Access Level:acceso abierto
Palabra clave:Reagents
Adducts
Peptides and proteins
Monomers
Chemical structure
Descripción
Sumario:It has been reported that DIC can react with OxymaPure to render an oxadiazole compound with the concomitant formation of HCN. Here we demonstrate that this reaction is not a feature of all carbodiimides but rather depends on the alkyl structure that flanks the two N atoms of the carbodiimide. Furthermore, we have identified two carbodiimides, TBEC and EDC·HCl, whose reaction with OxymaPure is exempt from HCN formation.