Micro Scale Synthesis of Tritium LabeledIsoallopregnanolone for Use in RIA-analysis

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 syn...

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Main Author:	Lidman, Martin
Format:	Others
Language:	English
Published:	Umeå universitet, Kemiska institutionen 2010
Online Access:	http://urn.kb.se/resolve?urn=urn:nbn:se:umu:diva-56578

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spelling	ndltd-UPSALLA1-oai-DiVA.org-umu-565782013-01-08T13:41:17ZMicro Scale Synthesis of Tritium LabeledIsoallopregnanolone for Use in RIA-analysisengLidman, MartinUmeå universitet, Kemiska institutionen2010In 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 Student thesisinfo:eu-repo/semantics/bachelorThesistexthttp://urn.kb.se/resolve?urn=urn:nbn:se:umu:diva-56578application/pdfinfo:eu-repo/semantics/openAccess
collection	NDLTD
language	English
format	Others
sources	NDLTD
description	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
author	Lidman, Martin
spellingShingle	Lidman, Martin Micro Scale Synthesis of Tritium LabeledIsoallopregnanolone for Use in RIA-analysis
author_facet	Lidman, Martin
author_sort	Lidman, Martin
title	Micro Scale Synthesis of Tritium LabeledIsoallopregnanolone for Use in RIA-analysis
title_short	Micro Scale Synthesis of Tritium LabeledIsoallopregnanolone for Use in RIA-analysis
title_full	Micro Scale Synthesis of Tritium LabeledIsoallopregnanolone for Use in RIA-analysis
title_fullStr	Micro Scale Synthesis of Tritium LabeledIsoallopregnanolone for Use in RIA-analysis
title_full_unstemmed	Micro Scale Synthesis of Tritium LabeledIsoallopregnanolone for Use in RIA-analysis
title_sort	micro scale synthesis of tritium labeledisoallopregnanolone for use in ria-analysis
publisher	Umeå universitet, Kemiska institutionen
publishDate	2010
url	http://urn.kb.se/resolve?urn=urn:nbn:se:umu:diva-56578
work_keys_str_mv	AT lidmanmartin microscalesynthesisoftritiumlabeledisoallopregnanoloneforuseinriaanalysis
_version_	1716526210613248000

Micro Scale Synthesis of Tritium LabeledIsoallopregnanolone for Use in RIA-analysis

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