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Nucleotides. Part XXV . Chemical synthesis of the hexaribonucleotide C‐A‐A‐C‐C‐A
Author(s) -
Lchiba Misuzu,
Charubala Ramamurthy,
Varma Rajendra S.,
Pfleiderer Wolfgang
Publication year - 1986
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.19860690734
Subject(s) - random hexamer , chemistry , yield (engineering) , diol , nucleotide , protecting group , stereochemistry , chemical synthesis , phosphate , organic chemistry , biochemistry , in vitro , alkyl , metallurgy , gene , materials science
The chemical synthesis of the ribo‐hexamer C‐A‐A‐C‐C‐A has been achieved by two different routes applying the phosphotriester approach and using the ( p ‐nitrophenyl)ethyl group for phosphate protection. The 2′‐hydroxy groups as well as the terminal 2′,3′‐diol function have been blocked by the ( tert ‐butyl) dimethylsilyl group as permanent protection throughout all the synthetic steps with great success. Final deblocking of all protective groups could be performed with 80% yield to give the hexamer 23 . The various protected intermediates have been characterized by elemental analysis and UV spectra.