ChemicalBook CAS DataBase List Hydroxypioglitazone

Hydroxypioglitazone synthesis

10synthesis methods

Product Name:Hydroxypioglitazone
CAS Number:146062-44-4
Molecular formula:C19H20N2O4S
Molecular Weight:372.44

5470-70-2 Synthesis

5470-70-2
523 suppliers
$5.00/5g

146062-44-4
72 suppliers
$225.00/1mg

Yield:-

Steps:

Multi-step reaction with 9 steps
1: NaH / dimethylformamide; toluene / 2.5 h / 80 °C
2: 10percent aq. H₂SO₄ / 2 h / Heating
3: 90 percent / NaBH₄ / ethanol / 1.5 h / 0 °C
4: 1.) NaH / 1.) hexane, DMF, 0 deg C, 1.5 h, 2.) hexane, DMF, from -78 deg C to RT
5: 27 percent / H₂O / 5 h / 160 °C
6: 62 percent / diethyl azodicarboxylate, Ph₃P / tetrahydrofuran / 18 h / Ambient temperature
7: 58 percent / piperidine / ethanol / 18 h / Heating
8: 61 percent / NaBH₄, 1.0N aq. NaOH, CoCl₂*6H₂O, 2,2'-dipyridyl / dimethylformamide / 42 h / Ambient temperature
9: 98 percent / 2N aq. HCl / methanol / 2 h / Heating

References:

Tanis, Steven P.;Parker, Timothy T.;Colca, Jerry R.;Fisher, Roberta M.;Kletzein, Rolf F. [Journal of Medicinal Chemistry,1996,vol. 39,# 26,p. 5053 - 5063]