Skip to main content
. Author manuscript; available in PMC: 2011 Apr 16.
Published in final edited form as: J Org Chem. 2010 Apr 16;75(8):2453–2460. doi: 10.1021/jo1000324

Table 1.

1H NMR data for amaranzoles B–F (25) [CD3OD, 600 MHz. δ (mult., J Hz)]

# 2 3 4 5 6
1 1.17 (m) ax; 1.36 (m) 1.32 (dd, 14.6, 3.0) 1.31 (m) 1.32 (m)
2.47 (dd, 14.8, 3.2) eq. 2.54 (dd, 14.6, 3.3) 2.47 (dd, 14.6, 3.0) 2.48 (14.6, 3.3) 2.56 (dd, 14.7, 3.2)
2 4.90 (brq, 2.8) eq. 4.91 (m)a 4.92 (brq, 3.0) 4.93 (brq, 3.1) 4.92 (brq, 2.9)
3 4.26 (dt, 12.3, 4.0) ax. 4.28 (dt, 12.1, 3.9) 4.30 (ddd, 12.5, 4.3, 3.6) 4.30 (ddd, 12.5, 4.5, 3.4) 4.30 (dt, 12.0, 4.0)
4 1.78 (q, 12.3) ax; 1.83 (q, 12.6) 1.80 (q, 12.5) 1.79 (brq, 12.5) 1.84 (q, 12.7)
2.29 (brd, 13.4) eq. 2.36 (brd, 13.2) 2.32 (m) 2.31 (m) 2.37 (brd, 12.8)
5 1.31 (m) ax. 1.63 (m) 1.45 (ddd, 12.5, 10.9, 3.0) 1.46 (ddd, 12.5, 10.8, 3.0) 1.63 (m)
6 4.20 (td, 11.0, 4.5) ax. 4.51 (m) 4.12 (td, 10.9, 5.4) 4.12 (td, 10.8, 5.4) 4.51 (m)
7 1.00 (m) ax. 2.10 (m) 1.82 (brq, 12.5) 1.83 (brq, 12.6) 2.10 (m)
2.34 (dt, 12.4, 4.5) eq. 2.73 (dd, 17.3, 6.5) 3.12 (dd, 13.8, 5.4) 3.13 (dd, 13.6, 5.4) 2.74 (dd, 17.8, 6.7)
8 1.53 (m)
9 0.68 (m) 1.71 (m) 1.72 (m)
11 1.34 (m) ax. 2.12 (m) 1.55 (m) 1.60 (m) 2.15 (m)
1.53 (m) eq. 1.59 (m)
12 1.13 (m) ax. 1.36 (m) 1.11 (m) 1.15 (m) 1.41 (m)
2.00 (m) eq. 1.97 (m) 1.91 (brd, 12.6) 1.97 (brd, 12.6) 2.02 (m)
14 1.30 (m) 2.07 (m) 2.12 (m)
15 1.08 (m) 1.30 (m) 2.22 (m) 1.97 (m) 1.32 (m)
1.59 (m) 1.62 (m) 2.29 (m) 2.27 (m) 1.62 (m)
16 1.22 (m) 1.06 (m) 1.22 (m) 1.38 (m) 1.33 (m)
1.84 (m) 1.71 (m) 1.62 (m) 1.86 (m) 1.93 (m)
17 1.13 (m) 1.06 (m) 1.05 (m) 1.15 (m) 1.21 (m)
18 0.68 (s) 0.54 (s) 0.78 (s) 0.87 (s) 0.65 (s)
19 1.10 (s) 1.27 (s) 0.96 (s) 0.97 (s) 1.28 (s)
20 1.46 (m) 1.28 (m) 1.39 (m) 1.56 (m) 1.50 (m)
21 0.96 (d, 6.0) 0.90 (d, 6.2) 0.91 (d, 6.6) 1.00 (d, 6.6) 1.00 (d, 6.5)
22 1.15 (m) 0.86 (m) 0.90 (m) 1.24 (m) 1.16 (m)
1.50 (m) 1.29 (m) 1.31 (m) 1.55 (m) 1.50 (m)
23 1.70 (m) 2.00 (m) 1.94 (m) 1.71 (m) 1.71 (m)
1.92 (m) 2.00 (m) 1.92 (m) 1.93 (m)
24 5.39 (dd, 8.0, 5.6) 4.51 (m) 4.50 (m) 5.41 (dd, 7.8, 5.4) 5.41 (dd, 7.8, 5.4)
25
26 4.94 (s) 4.67 (s) 4.69 (s) 4.95 (s) 4.95 (s)
5.07 (s) 4.97 (s) 4.96 (s) 5.09 (s) 5.08 (s)
27 1.82 (s) 1.73 (s) 1.71 (s) 1.83 (s) 1.83 (s)
28 7.68 (brs) 7.79 (brs)
29 7.41 (s) 6.83 (brs) 6.92 (brs 7.43 (brs) 7.46 (brs)
30
31
32 7.57 (d, 8.4) 7.14 (d, 8.4) 7.08 (d, 8.4) 7.59 (d, 8.4) 7.62 (d, 8.4)
33 6.80 (d, 8.4) 6.85 (d, 8.4) 6.70 (d, 8.4) 6.81 (d, 8.4) 6.83 (d, 8.4)
a

obscured by solvent peak