Compound Q&A

How is (5Z)-7-{(1R,2R,3R,5S)-2-[(1E)-3,3-Difluoro-4-phenoxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl}-N-ethyl-5-heptenamide (CAS: 1185851-52-8) typically synthesized?

Answer

(5Z)-7-{(1R,2R,3R,5S)-2-[(1E)-3,3-Difluoro-4-phenoxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl}-N-ethyl-5-heptenamide
The compound is synthesized through a multi-step process involving diaryliodonium salts and boronic acids. The key steps include a Suzuki coupling reaction followed by a Wittig olefination. The reaction requires a catalyst such as Pd(PPh3)4 and is typically carried out in anhydrous tetrahydrofuran (THF). High yield and selectivity are achieved under these conditions.

About

English Name (5Z)-7-{(1R,2R,3R,5S)-2-[(1E)-3,3-Difluoro-4-phenoxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl}-N-ethyl-5-heptenamide
Molecular Formula C24H33F2NO4
Molecular Weight 437.53 g/mol
SMILES CCNC(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@H]([C@@H]1/C=C/C(COc1ccccc1)(F)F)O
InChIKey VJZKLIPANASSBD-MSHHKXPZSA-N
Last Updated: 2025-12-31 11:48

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