Detail of "6898-97-1"

Reference

Synthesis of diethylstilbestrol derivatives with functional groups in the side chains

Synthesis of diethylstilbestrol derivatives with functional groups in the side chains. Krohn, Karsten; Hemme, Christa (Inst. Org. Chem. Biochem., Univ. Hamburg, Hamburg, Ger.). Justus Liebigs Ann. Chem., (5), 726-40 (German) 1978. CODEN: JLACBF. ISSN: 0075-4617. DOCUMENT TYPE: Journal CA Section: 25 (Noncondensed Aromatic Compounds) Friedel-Crafts acylation of diethylstilbestrol di-Me ether (I, R = Me, R1 = Et, R2 = R3 = H) with succinic anhydride gave I (R = Me, R1 = Et, R2 = COCH2CH2CO2H, R3 = H), which was reduced to I [R = R3 = H, R1 = Et, R2 = (CH2)3CO2H]. Michael addn. of the ketone II (Z = O, R4 = R5 = H) to the appropriate crotonic acid esters gave II [Z = O, R4 = H, R5 = CHMeCH2CO2R6, R6 = Me, CMe3]. Alkylation of II (Z = O, R4 = R5 = H) with I(CH2)3CO2CMe3 gave II [Z=O, R4=H, R5=(CH2)3CO2CMe3] (III), whereas Grignard reaction of II (Z = O, R4 = H, R5 = Et) with CH2:CH(CH2)3Br gave the alc. II [Z = H, Et; R4 = OH, R5 = (CH2)3CH:CH2] (IV). Both III and IV could be transformed into stilbestrol deriv. I [R = R2 = R3 = H, R1 = (CH2)3CO2H].Some commonly used reagents like 6898-97-1 is used in this experiment. .