The difficult coupling of a-aminoisobutyric acid (Aib), during the synthesis of dipeptides [Z-Aib-Val-OMe, Z-Val-Aib-OMe, Z-Aib-Ile-OMe, Boc-Ile-Aib-OMe, Z-Aib-Aib-OMe, Boc-Aib-Aib-OMe, (Z = benzyloxycarbonyl, Boc = tert-butoxycarbonyl)], was carried out using PyBOP/HOBt and HBTU/HOBt reagents by application of microwave energy in the presence of solvent. Room temp., conventional heating (oil bath) and microwave irradn. of the reactions are compared. Synthesis by microwave irradn. gave the desired compds. in higher yields and in shorter reaction times than those obtained by conventional heating or at room temp.

Microwave-enhanced solution coupling of the a,a-dialkyl amino acid, Aib / Santagada, Vincenzo; Fiorino, Ferdinando; Perissutti, Elisa; Severino, Beatrice; De Filippis, V; Vivenzio, B; Caliendo, Giuseppe. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - STAMPA. - 42:31(2001), pp. 5171-5173.

Microwave-enhanced solution coupling of the a,a-dialkyl amino acid, Aib

SANTAGADA, VINCENZO;FIORINO, FERDINANDO;PERISSUTTI, ELISA;SEVERINO, BEATRICE;CALIENDO, GIUSEPPE
2001

Abstract

The difficult coupling of a-aminoisobutyric acid (Aib), during the synthesis of dipeptides [Z-Aib-Val-OMe, Z-Val-Aib-OMe, Z-Aib-Ile-OMe, Boc-Ile-Aib-OMe, Z-Aib-Aib-OMe, Boc-Aib-Aib-OMe, (Z = benzyloxycarbonyl, Boc = tert-butoxycarbonyl)], was carried out using PyBOP/HOBt and HBTU/HOBt reagents by application of microwave energy in the presence of solvent. Room temp., conventional heating (oil bath) and microwave irradn. of the reactions are compared. Synthesis by microwave irradn. gave the desired compds. in higher yields and in shorter reaction times than those obtained by conventional heating or at room temp.
2001
Microwave-enhanced solution coupling of the a,a-dialkyl amino acid, Aib / Santagada, Vincenzo; Fiorino, Ferdinando; Perissutti, Elisa; Severino, Beatrice; De Filippis, V; Vivenzio, B; Caliendo, Giuseppe. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - STAMPA. - 42:31(2001), pp. 5171-5173.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11588/342820
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