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Synthesis of [3α‐3H] 17α‐Hydroxy pregnenolone and [3α‐3H] Pregnenolone
Authors:Yuan Tian  Yang Hong  Samuel J Bonacorsi  Aaron Balog  Sharon Gong
Institution:1. Radiochemical Synthesis Group, Bristol–Myers Squibb Company, Princeton, NJ, USA;2. Discovery Chemistry, Bristol–Myers Squibb Company, Princeton, NJ, USA
Abstract:For the first time, 3α3H] 17α‐hydroxy pregnenolone (1) was synthesized through a multiple step sequence. The presence of 3β3H] isomer in RP‐HPLC purified product was identified by tritium NMR. The 3β3H] isomer was then separated from 3α3H] 17α‐hydroxy pregnenolone with chiralPAK AD‐H column. 3α3H] pregnenolone (2) was synthesized from commercial available 5‐pregnen‐3,20‐dione in one step with an improved procedure.
Keywords:tritium  17α  ‐hydroxy pregnenolone  pregnenolone  isomer  tritium‐NMR (T‐NMR)  chiralPAK AD‐H column
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