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  • Highly stereoselective synthesis of (2'R)-[2'-2H]-deoxyribonucleosides and synthesis of their oligonucleotides.

Highly stereoselective synthesis of (2'R)-[2'-2H]-deoxyribonucleosides and synthesis of their oligonucleotides.

Nucleic acids symposium series (1992-01-01)
E Kawashima, T Sekine, M Miyahara, Y Aoyama, I Hirao, M Kainosho, Y Kyogoku, Y Ishido
ABSTRACT

Highly stereoselective synthesis of (2'R)-[2'-2H]-2'-deoxyribonucleosides (2'R:2'S = > 99:1) were accomplished by treating 2'-bromo-3',5'-O-TPDS-2'-deoxyribonucleosides with tributyltin deuteride at lower temperatures such as -60 degrees C in the presence of triethylborane. Moreover, synthesis of some oligodeoxyribonucleosides involving them will be described.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Triethylborane, ≥95%
Sigma-Aldrich
Triethylborane solution, 1.0 M in THF
Sigma-Aldrich
Triethylborane solution, 1.0 M in hexanes