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. Author manuscript; available in PMC: 2020 Mar 22.
Published in final edited form as: J Org Chem. 2018 Oct 17;83(21):13256–13266. doi: 10.1021/acs.joc.8b02070

Table 4.

NMR data for trichophycin F (5) Z-conformer (800 MHz for 1H NMR; 200 MHz for 13C NMR, CD3CN)

position δC, type δH (J in Hz) HMBC COSY NOESY
1 167.0, C
2 89.6, CH 5.11, s 1, 3, 4 4a 25
3 173.9, C
4a 30.0, CH2 2.60, dd (17.0, 13.0) 2, 3, 5, 6 2, 4b, 5 4b, 24
4b 2.24, ddd (17.0, 3.6, 1.3) 2, 3, 5 4a, 5 4a
5 78.7, CH 4.30, dt (13.0, 3.9) 3, 4, 6, 7, 24 4a, 4b, 6 4a, 4b, 7a, 8, 24
6 33.7, CH 1.88, m 5, 7, 24 24 23, 24
7a 39.8, CH2 1.45, m 5, 6, 8, 9, 22, 23 6, 7b, 8 7b
7b 1.07, m 5, 6, 8, 9, 22, 23 6, 7a 7a
8 27.5, CH 1.75, m 7, 9 9a, 23 5, 7a, 23, 24
9a 46.9, CH2 2.10, m 7, 8, 10, 11, 23 9b 9a
9b 1.74, ovlpa 7, 8, 10, 11, 23 9a 9b
10 136.8, C
11 121.9, CH 5.14, m 9, 12, 22 12, 22 9a, 9b, 12
12 33.0, CH2 2.85, m 10, 11, 13, 21 11, 21 22
13 142.2, C
14 27.8, CH2 2.19, ovlp 12, 13, 15, 16 15
15 24.6, CH2 1.63, m 13, 14, 16 14, 16
16 47.5, CH2 3.34, td, (7.1, 1.7) 14, 15, 17, 20 15 15, 20
17 173.4, C
18 26.2, CH2 2.33, m 17, 19 19 19, 20
19 9.0, CH3 1.06, t (7.4) 17, 18 18 18
20 34.4, CH3 2.97, s 16, 17 15, 16, 18
21 112.6, CH 5.92, s 12, 13, 14 12 11, 12
22 15.0, CH3 1.63, s 9, 10, 11 11 12
23 19.6, CH3 0.86, d (6.3) 7, 8, 9 8 6, 7a, 7b, 8
24 14.3, CH3 0.99, d (6.8) 5, 6, 7 6 4a, 5, 6, 8
25 56.0, CH3 3.75, s 3 2
a

overlapping signals