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. Author manuscript; available in PMC: 2022 May 23.
Published in final edited form as: Org Lett. 2017 Mar 8;19(6):1486–1489. doi: 10.1021/acs.orglett.7b00547

Table 1.

NMR Spectroscopic Data for the Mixture of Plakortinic Acids A and B (2 and 3) in CDCl3a

position δCb type δH, mult (J in Hz)c

 1 174.5 C
 2α 43.9 CH2 2.76, d (14.8)
 2β 2.72, d (14.8)
 3 83.9 C
 4α 55.7d CH2 2.25, d (12.5)
 4β 2.44, d (12.5)
 5 86.6a C
 6α 39.5 CH2 1.71, dd (14.0, 4.6)
 6β 1.52, dd (14.0, 7.5)
 7α 24.3d CH2 1.38, m
 7β 1.30, m
 8 29.8a CH2 1.30, m
 9 29.7 CH2 1.30, m
 10α 28.2d CH2 1.39, m
 10β 1.28, m
 11α 30.7 CH2 1.58, m
 11β 1.38, m
 12 39.8 CH 2.03, m
 13 35.6a CH 2.41, ddd (8.4, 9.7 Hz)
 14 68.9a CH 3.93, dd (9.7, 3.3)
 15 67.8 CH 4.11, dd (5.8, 3.3)
 16 121.3 CH 5.56,d (5.8)
 17 143.1 C
 18 42.1 CH 2.34, t (8.4)
 19 49.2 CH 1.66, br m
 20α 28.8 CH2 1.58, br m
 20β 1.49, br m
 21 11.9 CH3 0.91, t (7.5)
 22 23.8 CH3 1.46, s
 23 23.2a CH3 1.29, s
 24 21.3 CH3 1.65, s
a

Assignments are based on DEPT, HSQC, HMBC, 1H-1H COSY and NOESY experiments.

b

Recorded at 125 MHz.

c

Recorded at 500 MHz.

d

This resonance consists of two closely-spaced signals with partial overlap. This trait heightens in benzene-d6 solution.