Premium
Nucleotides. Part XXXIX Synthesis of arabinonucleoside phosphoramidite building blocks
Author(s) -
Resmini Matthias,
Pfleiderer Wolfgang
Publication year - 1993
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19930760110
Subject(s) - phosphoramidite , chemistry , yield (engineering) , residue (chemistry) , protecting group , nucleotide , combinatorial chemistry , stereochemistry , organic chemistry , oligonucleotide , biochemistry , dna , materials science , alkyl , metallurgy , gene
High‐yield chemical syntheses of phosphoramidite building blocks of the four arabinonucleosides aUrd ( 1 ), aCyd ( 2 ), aAdo ( 3 ), and aGuo ( 4 ), suitable for (3′–5′)oligoarabinonucleotide synthesis are described. The problem of 2′‐hydroxy group protection was solved by introduction of the versatile 2‐(4‐nitrophenyl)ethoxycarbonyl (npeoc) residue, which was also used for aglycon protection.