79172-00-2Relevant articles and documents
PROSTANOIDS. XXIX. SELECTIVE OXIDATION OF 7α-HYDROXY-6β-HYDROXYMETHYLENE-2-OXABICYCLOOCTAN-3-ONE BISTRIMETHYLSILYL ETHER BY REAGENTS BASED ON CHROMIUM(VI) AS KEY STAGE IN SYNTHESIS OF SULPROSTONE
Tolstikov, G. A.,Adler, M. E.,Miftakhov, M. S.
, p. 1908 - 1914 (2007/10/02)
7α-Hydroxy-6β-(3-oxo-4-phenoxy-1E-butenyl)-2-oxabicyclooctan-3-one was synthesized by the selective oxidation of 7α-hydroxy-6β-hydroxymethylene-2-oxabicyclooctan-3-one bistrimethylsilyl ether with CrO3*2Py/SiO2 and subsequent condensation of the intermediate 7α-trimethylsiloxy-6β-formyl-2-oxabicyclooctan-3-one with dimethyl 2-oxo-3-phenoxypropylphosphonate.The product was then converted into the methanesulfonamide of 16-phenoxy-17,18,19,20-tetranorprostaglandin E2 (sulprostone).