The solvent-free Betti reaction of 2-naphthol, 4-nitrobenzaldehyde and (S)-valine methyl ester gave the corresponding aminobenzylnaphthol of the (S,S)-2-(((hydroxynaphth-1-yl)(4?-nitrophenyl)methyl)amino)-3-methylbutanoic acid methyl ester in good yield (59%). This product was fully characterized. We observed that the racemization that occurs in some Betti reactions with (S)-valine methyl ester was absent in this reaction, and thus the predominant (S,S)-product was obtained.

(S,S)-2-(((Hydroxynaphth-1-yl)(4'-nitrophenyl)methyl)amino)-3-methylbutanoic Acid Methyl Ester

Cosimo Cardellicchio
2022

Abstract

The solvent-free Betti reaction of 2-naphthol, 4-nitrobenzaldehyde and (S)-valine methyl ester gave the corresponding aminobenzylnaphthol of the (S,S)-2-(((hydroxynaphth-1-yl)(4?-nitrophenyl)methyl)amino)-3-methylbutanoic acid methyl ester in good yield (59%). This product was fully characterized. We observed that the racemization that occurs in some Betti reactions with (S)-valine methyl ester was absent in this reaction, and thus the predominant (S,S)-product was obtained.
2022
Istituto di Chimica dei Composti OrganoMetallici - ICCOM -
Betti reaction; aminobenzylnaphthols; chirality; amino acids; racemization; solvent-free
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Descrizione: (S,S)-2-(((Hydroxynaphth-1-yl)(4'-nitrophenyl)methyl)amino)-3-methylbutanoic Acid Methyl Ester
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/418588
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