Compound Q&A
How is (3aR,4R,5R,6aS)-5-Hydroxy-4-[(3S)-3-hydroxy-5-phenyl-1-penten-1-yl]hexahydro-2H-cyclopenta[b]furan-2-one (CAS: 41639-74-1) typically synthesized?
Answer
![(3aR,4R,5R,6aS)-5-Hydroxy-4-[(3S)-3-hydroxy-5-phenyl-1-penten-1-yl]hexahydro-2H-cyclopenta[b]furan-2-one](https://static.chemtradehub.com/structs/416/41639-74-1-531c.webp "(3aR,4R,5R,6aS)-5-Hydroxy-4-[(3S)-3-hydroxy-5-phenyl-1-penten-1-yl]hexahydro-2H-cyclopenta[b]furan-2-one")
This compound can be synthesized via a multi-step process involving the formation of a cyclopentene derivative followed by a Diels-Alder reaction and subsequent hydroxylation steps. The key reagents include phenylacetylene, crotonaldehyde, and a suitably activated dicarbonyl compound. The overall yield is moderate, and the reaction conditions are carefully controlled to achieve high selectivity.
About
CAS No
41639-74-1
English Name
(3aR,4R,5R,6aS)-5-Hydroxy-4-[(3S)-3-hydroxy-5-phenyl-1-penten-1-yl]hexahydro-2H-cyclopenta[b]furan-2-one
Molecular Formula
C18H22O4
Molecular Weight
302.37 g/mol
SMILES
C1C(C(C2C1OC(=O)C2)C=CC(CCC3=CC=CC=C3)O)O
InChIKey
PFIFPUGALHSEKD-UTSKFRMZSA-N
Last Updated: 2025-11-08 00:00
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