title: Radiolabelling of steroids: the synthesis of 17α-[4-(14) C]trenbolone.
abstract: 17β-Hydroxyestra-4,9,11-trien-3-one or trenbolone is an anabolic steroid used in some meat producing countries where its use is licenced. In cattle it is metabolised into 17α-trenbolone. We were required to make 17α-[4-(14) C]trenbolone for use in environmental fate studies. At the same time we also had a request to make 17α-[4-(14) C]estradiol so we combined the two syntheses and made use of the synergy to allow us to make a batch of 17α-[4-(14) C]estradiol by known methodology and then elaborate a portion of this into 17α-[4-(14) C]trenbolone. The synthesis of 17α-[4-(14) C]trenbolone from 17α-[4-(14) C]estradiol was achieved in 8 steps and 3.1% overall yield to give material with a radiochemical purity of 99.5% and specific activity of 59 mCi/mmol.
authors.affiliation: Chemistry and Metabolism, Quotient Bioresearch, The Old Glass Glassworks, Nettlefold Road, Cardiff, CF24 5JQ, UK.
authors.forename: David
authors.initials: D
authors.lastname: Hendry
authors.forename: Eric
authors.initials: E
authors.lastname: Knagg
authors.forename: Neil A
authors.initials: NA
authors.lastname: Smith
authors.forename: Geoffrey T
authors.initials: GT
authors.lastname: Woolley
mesh_terms: D002250:Carbon Radioisotopes / Q000737:chemistry; D060326:Chemistry Techniques, Synthetic; D004958:Estradiol / Q000737:chemistry; D007553:Isotope Labeling; D013237:Stereoisomerism; D013379:Substrate Specificity; D014204:Trenbolone Acetate / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D002250:Carbon Radioisotopes; D004958:Estradiol; D014204:Trenbolone Acetate
keywords: 17α-[4-14C]estradiol; 17α-[4-14C]trenbolone; steroids; trenbolone