N-Boc-Glutamic acid ?-benzyl ester was transformed into 4-bromo-2-(tert-butoxycarbonylamino)-butyric acid benzyl ester using the Barton-Crich protocol. This bromo derivative undergoes nucleophilic substitution with nucleobases to give optically active N-Boc-4-adeninbutyrine (Boc-Aby), N-Boc-4-thyminbutyrine (Boc-Tby), N-Boc-4-guaninbutyrine (Boc-Gby) or N-Boc-4-cytosinbutyrine (Boc-Cby), useful building blocks for the synthesis of chiral peptidic nucleic acids (PNA)
Synthesis of N-Boc-alfa-amino acids with nucleobase residues as building blocks for the preparation of chiral PNA (peptidic nucleic acids)
1995
Abstract
N-Boc-Glutamic acid ?-benzyl ester was transformed into 4-bromo-2-(tert-butoxycarbonylamino)-butyric acid benzyl ester using the Barton-Crich protocol. This bromo derivative undergoes nucleophilic substitution with nucleobases to give optically active N-Boc-4-adeninbutyrine (Boc-Aby), N-Boc-4-thyminbutyrine (Boc-Tby), N-Boc-4-guaninbutyrine (Boc-Gby) or N-Boc-4-cytosinbutyrine (Boc-Cby), useful building blocks for the synthesis of chiral peptidic nucleic acids (PNA)File in questo prodotto:
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