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. Author manuscript; available in PMC: 2013 Sep 21.
Published in final edited form as: Org Lett. 2012 Sep 12;14(18):4946–4949. doi: 10.1021/ol302298k

Table 1.

Summary of 1H (700 MHz) and 13C (175 MHz) NMR Data for 2a in CDCl3 and 3 and 4 in d6-DMSOa

2a
3
4
positionb δH (J in Hz) δ C δH (J in Hz) δ C δH (J in Hz) δ C
Acyl 1 166.1, s 165.3, s 165.5, s
2 6.98, 1H, d (16.0) 122.2, d 6.88, 1H, d (15.7) 123.3, d 6.71, 1H, d (15.7) 123.3, d
3 7.91. 1H, d (16.0) 140.0, d 7.54, 1H, d (15.7) 137.1, d 7.55, 1H, d, 15.7) 137.0, d
1′ 133.6, s 138.0, s 138.0, s
2′ 7.56, 1H, d (7.80) 126.3, d 7.62, 1H, d (6.86) 125.9, d 7.58, 1H, d (7.63) 125.9, d
3′ 7.18, 1H, t, (7.60) 127.0, d 7.36, 1H, t (7.00) 129.0, d 7.37, 1H, t (7.21) 129.4, d
4′ 7.29, 1Hc 128.9, d 7.33, 1H, t (6.72) 127.4, d 7.33, 1H, t (7.35) 127.8, d
5′ 7.20, 1H, d (7.80) 129.9, d 7,19, 1He 129.7, d 7.20, 1Hf 130.5, d
6′ 138.4, s 137.0, s 137.0, s
1″ 6.55, 1H, d (11.4) 126.9, d 6.53, 1H, d (11.5) 126.9, d 6.51, 1H, d (10.8) 127.4, d
2″ 5.80, 1H, dt (11.5, 7.40) 134.9, d 5.79, 1H, m 134.1, d 5.78, 1H, m 134.1, d
3″ 2.00, 2H, m 30.5, t 1.97, 2H, m 30.0, t 1.98, 2H, m 29.0, t
4″ 1.35, 2H, m 22.7, t 1.36, 2H, m 22.1, t 1.36, 2H, m 22.9, t
5″ 0.80, 3H, t (7.50) 13.8, q 0.90, 3H, t (7.33) 13.6, q 0.81, 3H, t (7.28) 13.7, q
1Ser/1Thr NH 7.65, 1H, d (7.80) 8.58, 1H, brs 8.64, 1H, brs
α 5.45, 1H, m 50.9, d 5.01, 1H, m 52.9, d 5.05, 1H, m 51.3, d
β 4.43, 1H, m 63.8, t 4.11, 1H, m 66.6, d 3.56, 1H, m 61.3, t
4.68, 1H, m 3.80, 1H, m
γ 1.05, 3H, brs 20.0, q
CO 169.5, s 170.9, s 170.9, s
2ΔMeTyr NMe 3.57, 3H, s 40.4, q 2.88, 3H, s 34.0, q 2.86. 3H, s 33.4, q
α 138.8, s 130.7, s 129.4, s
β 6.84, 1H, s 128.2, d 6.60, 1H, s 131.6, d 6.70, 1H, s 130.7, d
1 131.0, s 123.5, s 123.3, s
2,6 7.29, 2Hc 129.9, d 7.28, 2H, d (7.63) 129.3, d 7.19, 2Hf 130.7, d
3,5 7.05, 2Hd 121.9, d 6.67, 2H, d (7.07) 115.1, d 6.67, 2H, d (7.98) 115.2, d
4 150.9, s 158.4, s 158.6, s
CO 166.0, s 164.9, s 165.3, s
CO (Ac) 169.6, s
Me (Ac) 2.30, 3H, s 21.1, q
3Leu NH 8.08, 1H, d (8.20) 7.28, 1H, brs 7.35, 1H, d (9.35)
α 4.45, 1H, m 51.1, d 4.35, 1H, m 51.5, d 4.39, 1H, m 51.5, d
β 1.28, 1H, m 38.0, t 1.20, 2H, m 40.0, t 1.20, 2H, m 39.2, t
1.64, 1H, m
γ 1.00, 1H, m 24.2, d 1.15, 1H, m 23.9, d 0.85, 1H, m 24.0, d
δ 0.71, 3H, d (6.60) 23.0, q 0.70, 3H, brs 21.7, q 0.73, 3H, d (6.20) 22.1, q
0.79, 3H, d (7.10) 21.5, q 0.70, 3H, brs 22.7, q 0.73, 3H, d (6.20) 22.5, q
CO 170.9, s 172.4, s 173.2, s
4Phe NH 7.94, 1H, d (8.10) 8.49, 1H, brs 8.44, 1H, brs
α 4.70, 1H, m 54.9, d 4.72, 1H, m 53.9, d 4.74, 1H, m 53.8, d
β 2.79, 1H, m 36.7, t 2.71, 1H, m 38.0, t 2.72, 1H, m 37.4, t
3.13, 1H, dd (13.8, 8.20) 3.05, 1H, m 3.05, 1H, m
1 137.2, s 137.1, c 137.0, s
2,6 7.12, 2H, d (7.50) 129.2, d 7.20, 2He 130.7, d 7.30, 2H, d (7.14) 129.7, d
3,5 6.99, 2H, t (7.70) 128.4, d 7.22, 2He 127.8, d 7.22, 2Hf 129.0, d
4 7.05, 1Hd 126.9, d 7.15, 1H, t (6.51) 126.0, d 7.14, 1H, t (7.28) 126.9, d
CO 173.4, s 170.9, s 170.9, s
5allo Thr NH 7.28, 1H, d (8.40) 8.10, 1H, brs 8.07, 1H, brd (6.23)
α 4.93, 1H, dd (8.10, 3.60) 56.0, d 4.04, 1H, m 58.5, d 4.02, 1H, m 58.8, d
β 5.28, 1H, m 69.1, d 3.65, 1H, m 67.0, d 3.68, 1H, m 67.6, d
γ 1.18, 3H, d (6.60) 15.1, q 0.98, 3H, brs 20.0, q 0.97, 3H, brs 20.1, q
CO 168.1, s 170.4, s 170.5, s
CO (Ac) 170.5, s
Me (Ac) 1.79, 3H, s 20.7, q
6Asn NH 7.65, 1H, d (7.80)
α 4.86, 1H, td (9.00, 4.40) 49.3, d
β 2.63, 1H, dd (15.2, 4.30) 36.0, t
2.81, 1H, m
γCO 173.1, s
CO 173.4, s
7Ser NH 7.19, 1H, d (7.21)
α 4.26, 1H, dd (11.3, 5.30) 52.7, d
β 4.42, 1H, m 62.4, t
4.58, 1H, dd (13.2, 7.70)
CO 170.2, s
CO (Ac) 170.9, s
Me (Ac) 2.06, 3H, s 20.8, q
a

Assignments were based on COSY, HSQC, HMBC, and NOSEY experiments

b

Numbering followed literature precedence7

c

Overlapping signals

d

Overlapping signals

e

Overlapping signals

f

Overlapping signals