Method for introducing a 1,2 double bond into...

Details Method for introducing a 1,2 double bond into... Method for introducing a 1,2 double bond into...

C - Chemistry, Metallurgy

07

J

C07J 73/00 (2006.01) C07J 75/00 (2006.01)

Patent

CA 2497611

The invention relates to a method for producing 17.szlig.-substituted 4-aza- androst-1-ene-3-one compounds of the general formula (I), or a pharmaceutically approved salt thereof by (A) introducing protective groups into the 3-keto-4-aza group of the corresponding 1,2-dihydro compound, thereby producing a compound of the general formula (III), (B) reacting the compound so obtained in the presence (i) of a dehydration catalyst, and in the presence of (ii) optionally substituted benzoquinone, allylethylcarbonate and/or allylpropylcarbonate, and, (C) removing the protective groups R3 and R4 and optionally converting the compound so obtained to a salt.

L'invention concerne un procédé de production de composés 4-aza-androst-1-ene-3-one à substitution 17.beta., correspondant à la formule générale (I), ou bien d'un sel de ceux-ci pharmaceutiquement approuvé. Selon ledit procédé : (A) on introduit des groupes protecteurs dans le groupe 3-céto-4-aza du composé 1,2-dihydro correspondant, pour obtenir un composé correspondant à la formule générale (III) ; (B) on fait réagir le composé obtenu en présence (i) d'un catalyseur de déshydrogénation, et en présence (ii) de benzoquinone éventuellement substituée, d'allyléthylcarbonate et/ou d'allylpropylcarbonate ; et (C) on élimine les groupes protecteurs R¿3? et R¿4? et, éventuellement, on transforme le composé ainsi obtenu en un sel.

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