First Practical Protection of α-Amino Acids as N,N -Benzyloxycarbamoyl Derivatives
2004; American Chemical Society; Volume: 69; Issue: 10 Linguagem: Inglês
10.1021/jo049759+
ISSN1520-6904
AutoresJ. Nicolás Hernández, Victor S. Martı́n,
Tópico(s)Organophosphorus compounds synthesis
ResumoThe consecutive treatment of N-Cbz amino protected compounds with LiHMDS and CbzCl provides a practical method for the preparation of N,N-benzyloxycarbamoyl (N,N-di-Cbz) derivatives in good yield. When alpha-amino acids are used the protection occurs without racemization. The method is compatible with a wide range of other functional and protecting groups. The procedure is also valid for the synthesis of mixed N,N-carbamoyl derivatives.
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