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).
引用
收藏
页码：1713 / 1716
页数：4
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