33amp;beta;-CHLORO-4amp;beta;-HYDROXY-24S-ETHYL-55amp;beta;-CHOLESTANE-6-ONE SHOWING PHYTOGROWTH-STIMULATING ACTIVITY, AND A METHOD OF ITS SYNTHESIS

摘要

FIELD: organic chemistry, substituted steroids. SUBSTANCE: synthesis is carried out by oxidation of 33β-chloro-24S-ethylcholest-5-ene (1) with selenium dioxide (11) at boiling following by treatment with fluoroperacetic acid (111) in the medium of methylene chloride at the room temperature. Ratio 1: 11= 1: 1,8 is preferable, and compound 111 is used at 8,8-fold excess with regard to intermediate oxidation product. The yield is 65% , m. p. is 194-196 C (in hexane), gross-formula is C₂₉H₄₉O₂Cl. Activity of synthesized product with relation to bean and rape growth is similar with that of gibberellin A₃ and heteroauxin IV, but activity is 10-times more as compared with that of known α-ecdysone. Toxicity: LD₅₀= 4500 mg/kg. EFFECT: synthesis of new compound of class indicated above showing enhanced activity, enhanced yield, low toxicity. 4 cl, 3 tbl