Kurek-Tyrlik, Alicja published the artcileSynthesis of 17-epi-Calcitriol from a Common Androstane Derivative, Involving the Ring B Photochemical Opening and the Intermediate Triene Ozonolysis, Synthetic Route of 27943-46-0, the publication is Journal of Organic Chemistry (2005), 70(21), 8513-8521, database is CAplus and MEDLINE.
An efficient synthesis of 17-epi-calcitriol (I), an epimer of natural hormone, via 17-epi-cholesterol II is described. Synthesis of II includes palladium-catalyzed cyclopropanation of the common androstane derivative III with an alkyl diazoacetate, reductive fission of the less shielded side of cyclopropane carboxylic acid esters, oxidation of the products into acid, and alkylation of ester. Photolysis of 7,8-dehydro-17-epi-25-hydroxycholesterol and consecutive thermal rearrangement gave a mixture of several products that was subjected to ozonolysis to provide, after chromatog., hydroxy ketone IV. The silyl derivative of IV was coupled with the resp. ring A building block.
Journal of Organic Chemistry published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Synthetic Route of 27943-46-0.
Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics