4.6 Article

The synthesis of a 5HT2c receptor agonist

Journal

ORGANIC PROCESS RESEARCH & DEVELOPMENT
Volume 11, Issue 6, Pages 985-995

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/op700121y

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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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