Title of article
A convergent synthesis of (17R,5Z,8Z,11Z,14Z)-17-hydroxyeicosa-5,8,11,14-tetraenoic acid analogues and their tritiated derivatives
Author/Authors
Igor V Ivanov، نويسنده , , Stepan G Romanov، نويسنده , , Valery P Shevchenko، نويسنده , , Elena A Rozhkova، نويسنده , , Mikhail A. Maslov، نويسنده , , Nataliya V Groza، نويسنده , , Nikolai F Myasoedov، نويسنده , , Hartmut Kühn، نويسنده , , Galina I Myagkova، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2003
Pages
7
From page
8091
To page
8097
Abstract
17(R)-OH-AA and 14,15-dehydro-17(R)-OH-AA were synthesized from a common tetraacetylenic precursor and their azide derivatives were obtained in moderate yields via the corresponding p-toluenesulfonates. Since the azido group remained stable during tritiation procedure on Lindlarʹs catalyst in benzene, both 14,15-dehydro-17(S)-N3-AA and 14,15-dehydro-17(R)-OH-AA constitute useful intermediates in the synthesis of radio-labelled 17(S)-N3-AA and 17(R)-OH-AA. In contrast, reduction of azide in methanol afforded 17(S)-NH2-AA with 95% yield.
Keywords
Coupling reactions , eicosanoids , Azides , Labelling
Journal title
Tetrahedron
Serial Year
2003
Journal title
Tetrahedron
Record number
1084361
Link To Document