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ChemicalBook CAS DataBase List CALANOLIDE A
142632-32-4

CALANOLIDE A synthesis

12synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 5 steps
1: conc. H2SO4 / 2 h / 90 °C
2: 16 percent / AlCl3 / nitrobenzene; CS2
3: 93 percent / pyridine / toluene / 144 h / Heating
4: 30 percent / pyridinium tosylate, TFA, pyridine / 4 h / 140 °C
5: 1.) CeCl3(H2O)7, 2.) NaBH4 / 1.) EtOH, RT, 1.5 h, 2.) EtOH, -30 deg C, 8.5 h

References:

Flavin, Michael T.;Rizzo, John D.;Khilevich, Albert;Kucherenko, Alla;Sheinkman, Abram K.;Vilaychack, Vilayphone;Lin, Lin;Chen, Wei;Greenwood, Eugenia Mata;Pengsuparp, Thitima;Pezzuto, John M.;Hughes, Stephen H.;Flavin, Thomas M.;Cibulski, Michael;Boulanger, William A.;Shone, Robert L.;Xu, Ze-Qi [Journal of Medicinal Chemistry,1996,vol. 39,# 6,p. 1303 - 1313]

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