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. Author manuscript; available in PMC: 2015 Sep 20.
Published in final edited form as: J Org Chem. 2015 Mar 5;80(6):3083–3091. doi: 10.1021/jo502948t

Table 1.

1H–1H and 1H–19F Coupling Constant Values for Different Nucleoside Derivatives at 25 °C in D2O (500 MHz)

J (Hz) (±0.2)a 2′,4′-diF-araU (7) 2′-F-araU (1) 2′,4′-diF-rUc
H1′–H2″b 6.0 4.0 0
H1′–F2′ 8.5 17.5 21.5
H2″–H3′b 5.5 3.0 5.8
H3′–F2′ 23.5 21.5 22.1
H3′–X4′ 18.0 5.0 20.7
a

X = H for 2′-F-araU; X = F for 2′,4′-diF-araU and 2′,4′-diF-rU.

b

The proton and the fluorine are labeled as ′′ and ′, respectively, regardless of the relative orientation.

c

Ref 17.