. Author manuscript; available in PMC: 2020 Dec 11.

Published in final edited form as: Nucleosides Nucleotides Nucleic Acids. 2009 May;28(5):519–536. doi: 10.1080/15257770903053979

TABLE 1.

¹H NMR chemical shifts of 2,3-dideoxy-2,3-difluoro sugars 9, 12 and nucleosides 20–23 with d-arabino-configurations. δ in ppm; J in Hz

Cmpd.	H-1 or H-1′	H-2 or H-2′	H-3 or H-3′	H-4 or H-4′	H-5a or H-5′a	H-5b or H-5′b	Others
9	5.13 br.d	5.08 ddd	5.10 dddt	4.49–4.61 m			3.46 (s, OMe), 8.08 (m, 1H), 7.60 (m, 2H), 7.48 (m, 2H, Bz)
12	6.42 br.d	5.21 dd	5.20 ddd	4.70 ddt	4.57 dd	4.55 dd	2.12 (s, 3H, CH₃CO), 8.04 (d, 1H), 7.57 (t, 2H), 7.44 (t, 2H, Bz)
20	6.53 ddd	5.50 dddd	5.46 ddd	4.30 dm	3.89 ddd	3.85 dd	8.30 (d, 1H, J = 2.3, H-8), 8.21 (s, 1H, H-2)
22	6.42 ddd	5.74 dddd	5.57 dddd	4.20 dm	3.72 br.m	3.69 br.m	8.27 (d, 1H, J = 2.27, H-8), 7.94 (br.s, 2H, NH₂),5.27 (br.s, 1H, 5′-OH),^gemJ _5′a,5′b ~ 13
21	6.53 dd	6.04 ddt	5.47 dddd	4.81 ddt	3.83 dd	3.79 ddd	8.40 (s, 1H, H-8) 8.39 (s, 1H, H-2) ⁴J_5′b,F3′ = 1.15
23	6.35 dd	6.06 ddt	5.45 ddt	4.63 dm	3.61 dd	3.58 dd	8.31 (s, 1H, H-8), 5.26 (t, 1H, J = 5.66, 5′-OH), 7.90 (br.s, 2H, NH₂)

Spectra were obtained in CDCl₃ for sugars 9 and 12, in CD₃OD and DMSO-d₆ for nucleosides 20, 21 and 22, 23, respectively. Spectral data for pure α-anomer of 12 are presented.