Synfacts 2024; 20(05): 0557
DOI: 10.1055/s-0043-1763697
Peptide Chemistry

Racemization-Free Synthesis of N-Formyl Amino Acid Esters

Contributor(s):
Hisashi Yamamoto
,
Isai Ramakrishna
Duczek W, Deutsch J, Vieth S, Niclas H.-J. * Institut Für Angewandte Chemie, Berlin-Adlershof, Germany
A Simple and Convenient Synthesis of N-Formyl Amino Acid Esters Under Mild Conditions.

Synthesis 1996; 37-38
DOI: 10.1055/s-1996-4153.
 

Significance

N-Formyl amino acid esters are versatile building blocks in peptide synthesis and in organic chemistry. In 1996, the authors developed a simple and compact method for the synthesis of N-formyl amino acid esters using amino acid ester hydrochloride salts with cyanomethyl formate.


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Comment

A series of N-formyl-protected amino acid esters were accessed in high yield and high optical purity. The method is simple, proceeds under mild conditions, and is compatible with amino acids, methyl, ethyl, benzyl, and tert-butyl esters.


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Publication History

Article published online:
15 April 2024

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