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ChemicalBook CAS DataBase List Digitoxin
71-63-6

Digitoxin synthesis

3synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 12 steps
1: PPh3; HBr / toluene / 6 h
2: 99 percent / DIBAL / CH2Cl2 / -78 °C
3: 96 percent / DABCO / W(CO)6 / tetrahydrofuran / 65 °C / Irradiation
4: Bu4NF / tetrahydrofuran
5: Et3N; DMAP / CH2Cl2
6: 71 percent / PPh3; HBr / toluene / 6 h
7: 98 percent / DIBAL / CH2Cl2 / -78 °C
8: DABCO / W(CO)6 / tetrahydrofuran / 65 °C / Irradiation
9: Et3N; DMAP / CH2Cl2
10: PPh3; HBr / CHCl3
11: (NH4)HF2; N-methylpyrrolidine / dimethylformamide / 70 °C
12: NaOMe / methanol

References:

McDonald, Frank E.;Subba Reddy [Angewandte Chemie - International Edition,2001,vol. 40,# 19,p. 3653 - 3655]

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