PROCEDURE TO REDUCE CARBONYL DERIVATIVES OF VITAMIN D AND CORRESPONDING USE (Machine-translation by Google Translate, not legally binding)
Procedure to reduce carbonyl derivatives of vitamin D and corresponding use. The present invention deals with an industrial production of key intermediates for the synthesis of calcipotriol: 20 (R) - (3 '- (S) -cyclopropyl-3'-hydroxyprop-1' (E) -enyl) -1 (S) , 3 (R) -dihydroxy-9, 10-s...
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Zusammenfassung: | Procedure to reduce carbonyl derivatives of vitamin D and corresponding use. The present invention deals with an industrial production of key intermediates for the synthesis of calcipotriol: 20 (R) - (3 '- (S) -cyclopropyl-3'-hydroxyprop-1' (E) -enyl) -1 (S) , 3 (R) -dihydroxy-9, 10-secopregna-5 (Z), 7 (E), 10 (19) -triene, by a reduction procedure of 20 (R), 1 (S), (3 (R) -bis (tert-butyldimethylsilyloxy) -20- (3'-cyclopropyl-3'-oxyprop-1 '(E) -enyl) -1 (S) -9, 10-secopregna-5 (Z), 7 (E), 10 (19) -triene or 20 (R), 1 (S), (3 (R) -bis (tert-butyldimethylsilyloxy) -20- (3'-cyclopropyl-3'-oxiprop-1 '(E) -enyl) -1 (S) -9, 10-secopregna-5 (E), 7 (E), 10 (19) -triene, where the reaction is carried out in polar aprotic solvents, which allow to obtain a higher proportion of 24S isomer, which is the pharmacologically active. (Machine-translation by Google Translate, not legally binding)
Procedimiento para reducir derivados carbonílicos de vitamina D y uso correspondiente. La presente invención trata de una producción industrial de intermedios clave para la síntesis de calcipotriol: 20(R)-(3'-(S)-ciclopropil-3'-hidroxiprop-1'(E)-enil)-1(S), 3(R)-dihidroxi-9, 10-secopregna-5(Z), 7(E), 10(19)-trieno, mediante un procedimiento de reducción de 20(R), 1(S), (3(R)-bis(tert-butildimetilsililoxi)-20-(3'-ciclopropil-3'-oxiprop-1'(E)-enil)-1(S)-9, 10-secopregna-5(Z), 7(E), 10(19)-trieno o de 20(R), 1(S), (3(R)-bis(tert-butildimetilsililoxi)-20-(3'-ciclopropil-3'-oxiprop-1'(E)-enil)-1(S)-9, 10-secopregna-5(E), 7(E), 10(19)-trieno, donde la reacción se realiza en disolventes polares apróticos, los cuales permiten obtener una mayor proporción de isómero 24S, que es el activo farmacológicamente. |
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