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. 2019 Nov 13;9(63):36931–36939. doi: 10.1039/c9ra08566a

1H NMR data of compounds 1–8 (600 MHz).

No. 1b 2a 3b 4a 5a 6b
1 2.05, dd (11.8, 3.5), 1.37, d (11.8) 1.77, dd (10.0, 2.5), 1.80, dd (10.0, 2.5) 2.01, dd (11.5, 4.5), 1.87, d (11.5) 2.79, dd (11.0, 5.0), 1.42, d (11.0) 1.67, dd (11.8, 4.5), 1.60, d (11.8) 1.59, ddd (12.0, 5.0, 2.8), 2.11, d (12.0)
2 2.59, d (3.5) 1.61, t (2.5) 2.11, d (4.5) 2.61, d (5.0) 2.51, d (4.5) 1.85, d (5.0)
4 6.73, t-like (2.5) 1.86, overlapped, 1.48, ddd (16.8, 7.6, 5.2) 6.04, br. s 6.80, dd (4.0, 3.0) 6.88, d (4.0) 3.31, dd (11.2, 6.3)
5 2.55, dd (22.0, 2.5), 2.24, dd (22.0, 2.5) 1.84, overlapped, 1.32, ddd (16.8, 13.3, 8.0) 2.49, dd (21.0, 4.0), 2.16, dd (21.0, 3.0) 3.95, d (4.0) 1.82, dd (14.0, 6.3), 1.46, dd (14.0, 11.2)
8 1.50, m, 1.23, m 5.65, d (5.8) 1.46, m, 1.17, overlapped 2.22, ddd (14.0, 9.5, 8.0), 1.64, ddd (14.0, 6.0, 4.0) 3.74, overlapped 2.61, d (19.7), 1.89, d (19.7)
9 1.76, m, 1.61, m 5.60, dd (5.8, 2.1) 1.53, m, 1.43, m 1.60, m, 1.54, m 1.74, m
10 3.67, t-like (5.0) 4.11, d (2.1) 1.59, overlapped, 1.36, m 1.69, ddd (14.0, 7.0, 4.0), 1.25, m 1.27, m, 1.14, overlapped 3.00, d (19.8), 2.13, d (19.8)
12 1.06. s 1.11, s 1.17, s 1.21, s 1.12, s 1.22, s
13 0.94, s 0.97, s 0.98, s 1.05, s 1.01, s
14 0.99, s 0.94, s 1.07, s 1.13, s 0.93, s 0.90, s
15 9.45, s 3.43, d (10.0), 3.27, d (10.0) 4.35, br. dd (17.0, 6.0), 4.25, br. dd (17.0, 6.0) 1.38, s
MeO- 3.74, s
a

Measured in CD3OD.

b

Measured in CDCl3.