Tetrahedron letters

Synthetic approach toward antibiotic tunicamycins—VI total synthesis of tunicamycins

T Suami, H Sasai, K Matsuno, N Suzuki, Y Fukuda…

Index: Suami; Sasai; Matsuno; et al. Tetrahedron Letters, 1984 , vol. 25, # 40 p. 4533 - 4536

Full Text: HTML

Citation Number: 22

Abstract

All new compounds gave satisfactory elemental analysis. Selected spectral and physical data are as follows. 3; mp 107°C, 4; 104°C, [α] D 26 +85.1° (c 1.1, CHCl 3 ), 5; mp 159°C, 1 H NMR (90 MHz, CDCl 3 ) δ 5.19 (d, 1H, J 1,2 =3.8 Hz, H-1), IR (KBr) 3420 cm −1 (NH and OH), 8; mp 105°C (dec), [α] D 19 +97.4°(c 0.6 CHCl 3 ), 1 H NMR (90 MHz, CDCl 3 ) δ 6.27 (d, 1H, J 10′,11′ =5 Hz, H-11′), 9; mp 150°C, [α] D 21 +60.7° (c 0.53, CHCl 3 ), 1 H NMR (200 ...