This submission belongs to the session a. General Organic Synthesis of the event The 11th International Electronic Conference on Synthetic Organic Chemistry
Published date
30 Nov, 2007
Citation
Thies Thiemann, Keiko Ideta, Goreti R. Morais, Cristina Oliveira, Yuji Shima, Takumi Yasuda, -7α-Alkoxyestra-1,3,5(10)-trienes, in Proceedings of The 11th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2007, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-11-01329
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-7α-Alkoxyestra-1,3,5(10)-trienes
Thies Thiemann 1
Keiko Ideta 2
Goreti R. Morais 3
Cristina Oliveira 4
Yuji Shima 1
Takumi Yasuda 1
1. Interdisciplinary Graduate School of Engineering Sciences, Kyushu University, 6-1, Kasuga-koh-en, Kasuga-shi, Fukuoka 816-8580, Japan
2. Institute of Materials Chemistry and Engineering, Kyushu University, 6-1, Kasuga-koh-en, Kasuga-shi, Fukuoka 816-8580, Japan
3. Faculty of Pharmacy, University of Lisbon, Av. das Forcas Armadas, P-1649 Lisbon, Portugal
4. Química Inorgânica e Radiofarmacêutica, Instituto Tecnológico e Nuclear, Estrada Nacional 10, Apartado 21, P-2686-953 Sacavém, Portugal
Abstract
A number of a-alkoxyestradiols were prepared through LiAlH 4 reduction of a suitably protected 6a,7a-epoxyestra-1,3,5(10)-trien-3-ol-17-one, alkylation of the resultant 7a-hydroxyestra-1,3,5(10)-trien-3-ol-17-one derivative and subsequent transformation of the C17 functionality. The stereochemistry of the products was investigated by 2D NMR spectroscopy.
Keywords
steroids
steroidal ethers
estradiol
estrogen
breast cancer
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