Structural assignments for the various synthetic intermediates were confirmed by infrared, proton magnetic resonance and mass spectroscopy on chromatographically homogeneous samples. This cycloaddition probably involves the intermediacy of a triazoline rather than a nitrene. See A.L. Logothetis, J
The synthesis of new aromatic prostacyclin analog
β Scribed by Katsuichi Shimoji; Masaki Hayashi
- Publisher
- Elsevier Science
- Year
- 1980
- Tongue
- French
- Weight
- 204 KB
- Volume
- 21
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The new aromatic prostacyclin analog 3a and 3b were -synthesized from the allylic alcohol 5 in high regio-and stereoselectivity.
Prostacyclin (PGI2, _ 1) possesses the remarkable biological property of inhibiting the fatal effects caused by thromboxane A2. ' There is, however, an obstacle to the use of PGI2 (1) as a therapeutic agent, owing to its instability.1 To achieve tissue selectivity and metabolic stability, several stable PGI2-analogs have been prepared. 2 The 9(O)-methano-PG12 (2) is the most stable analog of those reported, and possesses a potency comparable to the natural PG12
(1).2a
π SIMILAR VOLUMES
Starting from Y-lactone intermediates, a novel method for the synthesis of the 5,6-dihydro-4H-cyclopenta[blfuran system has been developed which was utilized to prepare furanoprostacyclin derivatives. Because of the inherent instability of prostacyclin towards hydrolytic conditions 2 and its rapid d
Thiazole analogs of prostacyclln were prepared from the cyclopentene (g), itself. obtained z a novel opening of 3,4-epoxycyclopentene with the llthloallylthloether (4). Widespread interest ln the synthesis and biological properties of prostacyclin (PGQ, (1))3 has followed th; discovery that prosta