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ChemicalBook CAS DataBase List Tacalcitol
57333-96-7

Tacalcitol synthesis

5synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 14 steps
1.1: 93 percent / pyridine / 12 h / 0 °C
2.1: 91 percent / dimethylsulfoxide / 2 h / 90 °C
3.1: 98 percent / imidazole / dimethylformamide / 12 h / 80 °C
4.1: lithium diisopropylamide / tetrahydrofuran; hexane / 1 h / -78 - 0 °C
4.2: 91 percent / hexamethylphosphoramide / tetrahydrofuran; hexane / 7 h / -60 - 20 °C
5.1: 94 percent / tert-butanol; potassium; hexamethylphosphoramide / diethyl ether / 13 h / 0 - 20 °C
6.1: 93 percent / N,N-diisopropylethylamine / CH2Cl2 / 0 - 20 °C
7.1: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 18 h / Heating
8.1: 96 percent / pyridinium dichromate; pyridinium p-toluenesulfonate / CH2Cl2 / 40 h / 0 °C
9.1: lithium diisopropylamide / hexane; tetrahydrofuran / 2 h / -78 - 20 °C
9.2: 76 percent / tetrahydrofuran; hexane / -78 - 20 °C
10.1: 92 percent / Et3N / bis-triphenylphosphine palladium dichloride / dimethylformamide / 2 h / 70 °C
11.1: 83 percent / hydrogen; quinoline / Lindlar catalyst / hexane / 0.5 h
12.1: 94 percent / 2,2,4-trimethyl-pentane / 4 h / Heating
13.1: tetrabutylammonium fluoride / tetrahydrofuran / 20 h / 20 °C
14.1: 33 mg / AG 50W-X4 resin; methanol / 20 °C

References:

Fall, Yagamare;Torneiro, Mercedes;Castedo, Luis;Mourino, Antonio [Tetrahedron,1997,vol. 53,# 13,p. 4703 - 4714]

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