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. Author manuscript; available in PMC: 2015 Jun 25.
Published in final edited form as: J Am Chem Soc. 2002 Feb 27;124(8):1606–1614. doi: 10.1021/ja0105156

Table 2.

13C NMR Data of 4A-Ketopremithramycin A2 (11), 4A-Keto-9-demethylpremithramycin A2 (12), 4C-Keto-demycarosylmithramycin (13), and 4E-Ketomithramycin (14) in Acetone-d6 at 125.7 MHz (δ in ppm Relative to Internal TMS, Assignments Were Made with the Help of Couplings Determined in the HSQC and HMBC Spectra)a

δ
δ
11 12 13 14 11 12 13 14
1 196.1 n.o. 203.7 204.0 1A 97.9 97.9 96.8 96.9
2 112.6 112.6 77.6 76.8 2A 36.9 36.9 37.2 37.5
3 193.1 n.o. 42.4 42.8 3A 82.0 82.1 80.4 81.4
4 77.6 77.6 27.1 27.3 4A 90.6 91.0 75.2 75.4
4-OCH3 61.2 61.2 5A 70.5 70.5 72.3 72.6
4a 42.7 42.5 136.4 136.5 6A 12.7 12.7 17.9 17.9
5 26.5 27.0 101.7 101.7 1B 100.5 100.5 99.4 100.0
5a 134.3 133.0 2B 34.8 34.8 39.7 40.0
6 117.6 117.8 159.6 159.2 3B 68.8 68.9 70.9 71.3
7 102.3 103.0 111.1 111.1 4B 70.3 70.6 77.0 77.5
7-CH3 7.97 7.9 5B 71.5 71.5 72.6 72.6
8 161.7 163.0 155.7 156.2 6B 16.4 16.7 17.6 16.5
8a 107.8 108.4 1C 101.3 100.9
9 110.4 102.0 164.0 165.3 2C 36.3 38.0
9a 108.7 108.6 3C 81.4 81.8
9-CH3 7.7 4C 91.3 75.7
10 157.1 160.6 117.3 117.2 5C 73.8 72.6
10a 106.8 107.1 138.9 139.0 6C 12.7 17.6
1′ 202.9 202.9 81.9 82.1 1D 100.1 100.4
1′-OCH3 58.7 58.8 2D 34.4 36.0
2′ 27.9 27.3 212.1 211.3 3D 68.7 68.9
3′ 79.1 79.2 4D 69.9 70.2
4′ 68.3 68.4 5D 71.5 71.1
5′ 19.3 19.6 6D 16.4 14.7
1E 97.5
2E 48.0
3E 69.2
3E-CH3 23.8
4E 206.0
5E 71.7
6E 18.0
a

n.o. = not observed.