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Micro Scale Synthesis of Tritium LabeledIsoallopregnanolone for Use in RIA-analysis
Umeå University, Faculty of Science and Technology, Department of Chemistry.
2010 (English)Independent thesis Advanced level (degree of Master (Two Years)), 20 credits / 30 HE creditsStudent thesis
Abstract [en]

In this thesis it was shown that Isoallopregnanolone can be synthesized from

Allopregnanolone by the Mitsunobu reaction as well as by oxidation with o-iodoxybenzoic

acid (IBX) with subsequent reduction with NaBH

4. It was shown that the oxidation with

subsequent reduction was a better method for synthesis in microgram scale. The oxidationreduction

method was carried out in microgram scale on tritium labeled Allopregnanolone

(Pregnane-3α-ol-20one, 5α[9,11,12-

3H(N)] to produce the corresponding tritium labeled

Isoallopregnanolone. The possibility of synthesizing Tetrahydrodeoxycorticosterone

(THDOC) from Allopregnanolone in microgram scale was examined. Formation of a

silylenol ether analog of Allopregnanolone and subsequent oxidation with m-CPBA was

examined as a method to synthesizing THDOC. The synthesis of THDOC by this procedure

was found not to be efficient enough to be used in microgram scale

Place, publisher, year, edition, pages
2010. , 59 p.
National Category
Organic Chemistry
URN: urn:nbn:se:umu:diva-56578OAI: diva2:535857
Physics, Chemistry, Mathematics
Available from: 2012-06-21 Created: 2012-06-20 Last updated: 2012-06-21Bibliographically approved

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