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. Author manuscript; available in PMC: 2019 Apr 27.
Published in final edited form as: J Org Chem. 2018 Oct 26;83(22):13670–13677. doi: 10.1021/acs.joc.8b01609

Table 3.

1H and13C NMRa data for lepadin K (3) (TFA salt, CDCl3, 23˚ C)

Position 1H (mult, J)a 13C (mult)b COSY HMBC
1 8.22, brs 2, 8a
2 3.35, m 53.1 (CH) 1
3 5.04, m 67.2 (CH) 2, 4 4a
4 2.24, m; 1.89, m 25.8 (CH2) 4a 2, 3, 8a
4a 1.58, m 41.1 (CH) 4, 5, 8a
5 2.24 39.9 (CH) 4a, 6
6 2.05, m; 1.10, m 28.9 (CH2) 5
7 1.77, m; 1.47, m 19.3 (CH2) 8
8 2.13, m; 1.92, m 29.3 (CH2) 7 4a
8a 3.68, m 59.3 (CH) 4a
9 1.28, m 14.6 (CH3) 2
1” 164.3 (C)
2” 5.72, d (14.9) 111.3 (CH) 3” 1”
3” 8.00, dd (14.9) 149.5 (CH) 2” 1”, 2”, 5”
4”
5” 2.32, s 13.6 (CH3)
1’ 1.47, m; 0.96, m 33.0 (CH2)
2’ 1.31, m; 1.20, m 27.9 (CH2)
3’ 1.24, mc 29.3 (CH2)c
4’ 1.24, mc 29.3 (CH2)c
5’ 1.38, m; 1.27, mc 25.2 (CH2)c
6’ 1.40, m 37.1 (CH2) 7’
7’ 3.57, m 71.2 (CH) 6’, 8’
8’ 1.41, m 39.3 (CH2) 7’
9’ 1.43, m; 1.33, m 18.5 (CH2) 10’
10’ 0.91, t (6.7) 13.6 (CH3) 9’ 8’, 9’
a

. 600 MHz.

b

, 150 MHz, multiplicities assigned by edited HSQC.

c

, interchangeable assignments.