Publication | Closed Access
The Synthesis of a 5HT<sub>2C</sub> Receptor Agonist
36
Citations
26
References
2007
Year
Molecular PharmacologyMedicinal ChemistryBioorganic ChemistryFischer Indole StrategyBiochemistryNatural SciencesMedicineReceptor (Biochemistry)Mechanism Of ActionOrganic ChemistryStereoselective SynthesisChemistryPharmacologyAsymmetric CatalysisAdvanced IntermediateSynthetic ChemistryEnantioselective SynthesisLarge-scale Synthesis
This report describes the large-scale synthesis of 1 that features a Fischer indole strategy to form an advanced intermediate followed by reduction to the indoline to construct the tetracyclic core of the molecule. Resolution using dibenzoyl-d-tartaric acid affords access to a single enantiomer, from which a Suzuki coupling builds in the biaryl functionality. Deprotection followed by salt formation furnishes the desired target molecule.
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