- Synthesis of Tertatolol hydrochloride
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Tertatolol hydrochloride (CAS NO.: ), with other name of (±)-1-[(3,4-Dihydro-2H-1-benzothiopyran-8-yl)oxy]-3-[(1,1-dimethylethyl)amino]-2-propanol hydrochloride, could be produced through the following synthetic routes.
The reaction routes are as below:
The cyclization of 3-(2-methoxyphenylthio)propionic acid (II) with PPA yields 8 methoxythiochroman-4-one (III). Thiochromanone (III) is then reduced to 8-hydroxythiochromane (IV) by the Wolff-Kishner reduction method. Demethylation is almost complete during this reduction. The 8-hydroxythiochromane (IV), treated with epichlorohydrin, yields the corresponding epoxide (V), which when treated with excess tert-butylamine yields tertatolol base.
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