3,17β-Hydroxy-17α-(4′carbomethoxy-1′-butyn-1′-yl)estra-1,3,5-(10)-triene (1a)

MB Mario Brufani
NR Nicoletta Rizzi
CM Clara Meda
LF Luigi Filocamo
FC Francesca Ceccacci
VD Virginia D’Aiuto
GB Gabriele Bartoli
AB Angela La Bella
LM Luisa M. Migneco
RB Rinaldo Marini Bettolo
FL Francesca Leonelli
PC Paolo Ciana
AM Adriana Maggi
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Yield: 70%

CC: EtOAc/n-hexane, from 2/8 to 3/7

1H NMR(CDCl3): 7.15 (d, J = 8.4 Hz, 1 H), 6.63 (dd, J 1 = 2.7, J 2 = 8.4 Hz, 1 H), 6.57 (d, J = 2.7 Hz, 1H), 3.69 (s, 1H), 2.84–2.76 (m, 2H), 2.57 (s, 3H), 2.38–2.12 (m, 4H), 2.03–1.22 (m, 12H), 0.86 (s, 3H).

13C NMR(CDCl3): 172.6, 153.5, 138.4, 132.7, 126.7, 115.4, 112.8, 84.7, 84.4, 80.0, 52.0, 49.6, 47.0, 43.7, 39.6, 39.1, 33.8, 33.0, 29.8, 27.3, 26.6, 22.9, 15.0, 12.9.

IR (CHCl3): 3599, 2933, 1734.

HPLC: EtOAc/n-hexane = 27/73; tR = 19.2 min, purity = 97.8%.

HRMS(ESI): Calc for C24H30O4 405.2042 (M + Na)+; found 405.2053.

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