SYNTHESIS OF N-BOC-ALPHA-AMINO ACIDS WITH NUCLEOBASE RESIDUES AS BUILDING-BLOCKS FOR THE PREPARATION OF CHIRAL PNA (PEPTIDIC NUCLEIC-ACIDS)

被引：47

作者：

LENZI, A

REGINATO, G

TADDEI, M

机构：

[1] UNIV FLORENCE,DIPARTIMENTO CHIM ORGAN UGO SCHIFF,I-50121 FLORENCE,ITALY

[2] CNR,CTR CHIM COMPOSTI ETEROCICLICI & LORO APPLICAZ,I-50121 FLORENCE,ITALY

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 10期

关键词：

D O I：

10.1016/0040-4039(95)00052-E

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-Boc-Glutamic acid alpha-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).

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页码：1713 / 1716

页数：4

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