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Design and Synthesis of Novel Peptide Nucleic Acid Monomers
Author(s) -
Bai JinQuan,
Li Ying,
Liu KeLiang
Publication year - 2001
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.20010190313
Subject(s) - chemistry , peptide nucleic acid , monomer , nucleobase , nucleic acid , acetic acid , mitsunobu reaction , combinatorial chemistry , dna , protecting group , peptide , peptide synthesis , stereochemistry , organic chemistry , biochemistry , alkyl , polymer
Abstract All of the four nucleobases in DNA have replaced the 4‐hydroxy group of N ‐[2‐(tert‐butoxycarbonylaminomethyl)‐trans‐4‐hydroxy] tetrahydropyrrole acetic acid methyl ester with cis ‐stereochemistry. An efficient route for the synthesis of N‐[2‐ (tert‐butoxycarbonylaminomethyl)‐ trans ‐4‐hydroxy]‐tetrahydropyrrole acetic acid methyl ester has been developed. Starting with this intermediate, the protected monomers were synthesized by the Mitsunobu reaction or via its tosylate.