The preparation of 5α-[3β-2H]cholestan-3α-ol by isomerization of the easily accessible 5α-[3α-2H]cholestan-3β-ol was investigated. Isomerization of the mesylate in collidine–water or treatment of the 3β-ol with benzoic acid in the presence of triphenylphosphine and diethyl azodicarboxylate yielded the 3α-isomer with no loss of deuterium from C-3.
J. E. Herz, L. A. Márquez and J. Sjövall, J. Chem. Soc., Perkin Trans. 1, 1974, 1438 DOI: 10.1039/P19740001438
To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.
If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.
If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.
Read more about how to correctly acknowledge RSC content.
Please wait while we load your content...