Total synthesis of echinocandins. I. Stereocontrolled syntheses of the constituent amino acids

N Kurokawa, Y Ohfune

Index: Kurokawa, Natsuko; Ohfune, Yasufumi Journal of the American Chemical Society, 1986 ,  vol. 108,  # 19  p. 6041 - 6043

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Citation Number: 95

Abstract

5 R1= R2= i3= H (a) 28% aqueous NH3, room temperature, 5 days;(b)(I) Boc-ON, Et, N, dioxane/HzO, room temperature, 4 h;(2) CH2N2;(c) H2/5% Pd-C, MeOH;(d) TsCI, pyridine, room temperature, 8 h;(e) 1. O equiv of NaH, THF, 0 OC, 3 h;(f)(I) IN NaOH, 0 OC, 14 h;(2) CF, CO, H, CH2C12, 0 OC, 30 min;(8) 5c, THF,-78" C, 2 h, 0" C, 3 h;(h) dihydropyran, CSA, CH2CI2, 0 OC, 20 min;(i) 0.1 equiv of K2C03, MeOH, 0 OC, 3 h; Q) PDC, DMF, 40 OC, 16 ...