3795-19-5Relevant articles and documents
Alternative synthetic approaches to rac-progesterone by way of the classic Johnson cationic polycyclization strategy
Slegeris, Rimantas,Dudley, Gregory B.
supporting information, p. 3666 - 3672 (2016/06/06)
Three alternative synthetic entries into Johnson's classic synthesis of rac-progesterone are presented in this manuscript. ent-Progesterone, the non-natural enantiomer of progesterone, has recently been identified as a potential alternative to progesterone for investigations into possible prevention and treatment of traumatic brain injury (TBI). Difficulties in accessing ent-progesterone in large quantities prevent it from being studied more thoroughly. Strategies for producing synthetic rac-progesterone are described and discussed herein.
Structural requirements for progestational activity. Synthesis and properties of rac-8α,9β,10α,14β-progesterone
Solo,Kumar,Alks,Duax
, p. 129 - 133 (2007/10/18)
rac-8α,9β,10α,14β-progesterone, 1, has been synthesized and subjected to X-ray crystallographic analysis which established that the ring conformations are A, 1β-sofa; B, chair; C, chair; and D, intermediate between an envelope and a half-chair. This compound is 10% as active as progesterone in the Clauberg assay and has an affinity for the uterine cytosol (rabbit) receptor for progesterone 2% as great as that of progesterone.
Acetylenic bond participation in biogenetic-like olefinic cyclizations. II. Synthesis of dl-progesterone.
Johnson,Gravestock,McCarry
, p. 4332 - 4334 (2007/10/05)
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