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An Improved Synthesis of cis-4-phenyl-2-propionamidotetralin (4-P-PDOT): A Selective MT(2) Melatonin Receptor Antagonist

An Improved Synthesis of cis-4-phenyl-2-propionamidotetralin (4-P-PDOT): A Selective MT(2) Melatonin Receptor Antagonist

Simone Lucarini, Annalida Bedini, Gilberto Spadoni, Giovanni Piersanti

Org Biomol Chem. 2008 Jan 7;6(1):147-50.

PMID: 18075659

Abstract:

A novel, efficient and diastereoselective procedure was developed for the gram-scale synthesis of cis-4-phenyl-2-propionamidotetralin (4-P-PDOT), a selective MT(2) melatonin receptor antagonist. The synthetic strategy involved the conversion of 4-phenyl-2-tetralone to enamide followed by diastereoselective reduction affording cis-4-P-PDOT in good yield. The mechanism of the reduction step was explored by employing deuterated reagents.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP134865740	4-P-PDOT		134865-74-0	Price

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