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. Author manuscript; available in PMC: 2013 Jul 11.
Published in final edited form as: Tetrahedron Lett. 2012 May 3;53(28):3563–3567. doi: 10.1016/j.tetlet.2012.04.136

Table 1.

NMR spectroscopic data for sanctolide A (1) in CDCl3

sanctolide A (1)
δCa,c δHb,c mult.(J in Hz) COSYb HMBCb NOESYb,d
1 174.5
2 38.1 2.56 m 3, 13 1, 3, 4, 13 3b, 4a, 13, 22
3 a 29.2 1.21 m 2, 4 1, 2, 4, 5, 13 3b, 4b, 13
b 1.68 m 2, 3a, 4a, 5
4 a 34.1 1.42 m 3, 5 2, 3 3b, 4b, 13
b 1.86 m 3a, 4a, 5, 13
5 73.3 5.00 m 4, 6 3, 4, 6, 7, 14 3a, 3b, 4a, 4b, 6a, 6b, 7, OMe
6 a 40.3 1.59 ddd (14.4, 9.0, 4.2) 5, 7 4, 5, 7, 8 4a, 4b, 6b, 7, OMe
b 1.74 ddd (14.4, 7.8, 3.0) 6a, 5, 7, 8a, 8b
7 77.7 3.12 m 6, 8 5, 6, O-Me 5, 6a, 6b, 7, 8a, 8b
8 a 33.2 1.37 m 7, 9 6, 7, 9, 10 6a, 6b, 8b
b 1.50 m 6b, 7, 8a, OMe
9 32.0 1.24 m 8, 10 7, 8, 10, 11
10 24.3 1.24 m 9, 11 8, 9, 11, 12
11 22.6 1.28 m 10, 12 9, 10, 12
12 14.2 0.87 t (7.1) 11 10, 11
13 14.9 1.13 d (6.9) 2 1, 2, 3 2, 3a, 4a, 4b
14 170.0
15 77.0 5.11 d (6.4) 16 14, 16, 17, 18, 19 16, 17, 18
16 29.6 2.31 sd (6.8, 6.4) 15, 17, 18 14, 15, 17, 18 15, 17, 18
17 18.6 0.94 d (6.8) 16, 18 15, 16, 18
18 17.2 0.90 d (6.8) 16, 17 15, 16, 17
19 168.7
20 34.5 3.15 dd (6.5, 1.3) 21 19, 21, 22 21, 22
3.20 d (6.9)
21 102.7 5.12 m 20 19, 20, 22 20, 22, NMe
22 132.4 6.70 d (14.0) 21 1, 20, N-Me 2, 3b, 20, 21, NMe
O-Me 56.6 3.28 s 7 5, 6a, 8a, 8b, 17
N-Me 30.6 3.06 s 1, 22 21, 22
a

assigned using the DEPT-Q spectrum recorded at 226 MHz,

b

recorded at 600 MHz,

c

chemical shifts were referenced to the CDCl3 solvent signals (δH 7.24 and δC 77.2)

d

mixing time: 600 ms