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. 2018 Jun 13;54(52):7211–7214. doi: 10.1039/c8cc03349h

Table 1. Comparison of 1H and 13C NMR data for synthetic and natural phyllostictine A and ent-phaeosphaeride A in d6-DMSO.

Atom Phyllostictine
Atom ent-Phaeosphaeride A8a
Natural (Cox6)
Synthetic (this work)
δC/ppm a δH/ppm b , c δC/ppm d δH/ppm c , e δC/ppm d δH/ppm c , e
1 166.4 166.5 1 166.5
3 137.1 137.1 3 137.1
4 155.3 155.3 4 155.3
5 104.8 104.8 5 104.8
6 64.4 3.86, d, J = 5.6 Hz 64.3 3.79, s 6 64.3 3.87, d, J = 5.5 Hz
7 70.6 71.0 7 70.9
8 86.2 4.06, m 86.3 4.00, d, J = 11.3 Hz 8 86.2 4.07, d, J = 11.0 Hz
9 27.5 1.82, m 27.6 1.87–1.77, m 9 27.6 1.82, m
1.55, m 1.56–1.49, m 1.57–1.39, m
10 26.3 1.44, m 26.5 1.46–1.40, m 10 26.1 1.57–1.39, m, 2H
1.33, m 1.35–1.30, m
11 31.1 1.26, m 31.2 1.26, m 11 30.9 1.36–1.10, m, 2H
1.19, m 1.19, m
12 21.9 1.24, m 22.1 1.24, m 12 21.9 1.36–1.10, m, 2H
13 28.5 1.25, m 28.7 1.25, m
14 28.4 1.25, m 28.6 1.25, m
15 13.8 0.85, t, J = 6.8 Hz, 3H 14.0 0.79, t, J = 6.7 Hz, 3H 13 13.8 0.86, t, J = 6.5 Hz, 3H
16 90.5 4.95, d, J = 1.5 Hz 90.9 4.96, s 14 90.7 4.97, s, 2H
4.96, d, J = 1.5 Hz 4.96, s
17 20.2 1.17, s, 3H 19.9 1.11, s, 3H 15 20.3 1.18, s, 3H
18 63.6 3.78, s, 3H 63.8 3.72, s, 3H 16 63.7 3.79, s, 3H
6-OH 5.34, d, J = 5.9 Hz 5.37, s 6-OH 5.42, d, J = 5.5 Hz
7-OH 4.84, s 4.85, s 7-OH 4.90, s

a100 MHz.

b400 MHz.

cIntegrate as 1H unless otherwise stated.

d125 MHz.

e500 MHz.