The Synthesis of Some 2,3-Epithio-5α-pregnanes
✍ Scribed by Klimstra, P. D.
- Book ID
- 127069683
- Publisher
- American Chemical Society
- Year
- 1966
- Tongue
- English
- Weight
- 258 KB
- Volume
- 9
- Category
- Article
- ISSN
- 0022-2623
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## Abstract A convenient synthesis of 5α‐[20β‐^2^H]pregnane‐3α,20α‐diol and 5α‐[20β‐^2^H]pregnane‐3β,20α‐diol from 3β‐hydroxy‐5α‐pregn‐16‐en‐20‐one is described. The reaction products are characterized by combined gas chromatography‐mass spectrometry.
THE total synthesis of several steroids (1.2) has previously been reported from this laboratory. In this communication a straightforward total synthesis of rec. 5a-preQnan-3~-ol-20-one (XIIIa) is reported. '3 All melting points were measured on Kofler block and corrected. '
Methyl oleate, iinoleate, ricinoleate and derivatives of ricinoleate were converted to the corresponding 2,3-epoxy fatty esters and subsequently transformed to their 2,3-epithio derivatives by treatment with dimethylthioformamide. 2,2'-Epoxy fatty esters gave 2,2'--epithio derivatives by similar rea