1,2-Diphenyl-1-pyridylbut-1-enes - potential antiestrogens. Part 1. Synthesis - University of Regensburg Publication Server

Schwarz, Walter, Hartmann, Rolf W. and Schönenberger, Helmut (1991) 1,2-Diphenyl-1-pyridylbut-1-enes - potential antiestrogens. Part 1. Synthesis. Archiv der Pharmazie 324 (4), pp. 223-229.

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Abstract

1-(4-Methoxyphenyl)-1-(4- or 3-pyridyl)-2-phenylbut-1-ene (E/Z-I, R = Me) were prepd. by coupling of the corresponding 4-methoxyphenyl pyridyl ketone with EtCOPh using TCl4/Zn as the reducing agent. Ether cleavage yielded I (R = H) which were either treated with Me2NCH2CH2Cl to give the tamoxifen analog I (R = CH2CH2NMe2) or transformed into I (R = Ac).

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Article

Date:

1991

Additional Information (public):

CAN 115:8533 27-16 Heterocyclic Compounds (One Hetero Atom) 100-48-1 (4-Cyanopyridine); 100-54-9 (3-Cyanopyridine) Role: RCT (Reactant), RACT (Reactant or reagent) (Grignard benzylation of); 38443-18-4P; 84277-04-3P; 134242-29-8P; 134242-30-1P Role: FORM (Formation, nonpreparative), PREP (Preparation) (formation of, in reaction of methoxyphenyl pyridyl ketone with propiophenone); 134242-09-4P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and Grignard benzylation of); 134242-15-2P; 134242-16-3P; 134242-17-4P; 134242-18-5P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and acetylation of); 1017-24-9P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and alkylation of); 134242-10-7P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and dehydration of); 134242-11-8P; 134242-12-9P; 134242-13-0P; 134242-14-1P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and demethylation of); 14548-47-1P; 23826-71-3P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and reaction of, with propiophenone); 134242-19-6P; 134242-20-9P; 134242-21-0P; 134242-22-1P; 134242-23-2P; 134242-24-3P; 134242-25-4P; 134242-26-5P; 134242-27-6P; 134242-28-7P; 134264-49-6P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 93-55-0 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with aryl pyridyl ketones); 4584-46-7 (2-Dimethylaminoethylchloride hydrochloride) Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with hydroxyphenyl(pyridyl)phenylbutenes)

Institutions:

Chemistry and Pharmacy > Institute of Pharmacy > Alumni or Retired Professors > Prof. Schönenberger

Projects:

SFB 234

Identification Number: