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. Author manuscript; available in PMC: 2020 Oct 18.
Published in final edited form as: Org Lett. 2019 Oct 8;21(20):8449–8453. doi: 10.1021/acs.orglett.9b03216

Table 1.

NMR Spectroscopic Data of Leptazoline A (1) in DMSO-d6

no. δC, type δH (J) COSY HMBC or CIGAR
1 173.8,C
2 39.0,CH2 2.46, dd (15.4, 3.8)
2.37, dd (15.3, 8.6)
1, 3, 4
3 68.0,CH 3.99, dt (8.6, 3.8) 2, 4 1, 2c, 5
4 75.7,CH 3.93, dd (6.3, 3.8) 2, 3, 6, 7, 8c
5 77.7,CH 4.77, p (6.3) 4, 6 3, 4c, 7
6 20.5,CH3 1.38, d (6.3) 4, 5
7 163.4,C
8 111.7,C
9 158.2,C
10 118.5,CH 7.02, d (8.8) 11 7w, 8, 9, 12, 13w
11 133.2,CH 7.47, dd (8.8, 2.7) 8w, 9, 12, 13
12 122.2,C
13 126.6,CH 7.53, d (2.7) 11w 7, 9, 10c, 11, 12
NH −170.4a 12.28, brs
a

Nitrogen chemical shift from 1H−15N HMBC

b

15N referenced to MeNO2 (IUPAC std). Referenced to NH3 it resonates at 210.1 ppm

C

CIGAR only

w

Weak correlations