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Usage

Uses

Used in Pharmaceutical Industry:
4-CHLORO-5-METHOXY-1-INDANONE is used as a key intermediate in the synthesis of indole derivatives, which are recognized for their potential as drug candidates. Its presence in the molecular structure of these compounds contributes to their therapeutic properties and applications in medicine.
Used in Agrochemical Industry:
4-CHLORO-5-METHOXY-1-INDANONE is utilized in the development of insecticides and herbicides. Its ability to modify the structure and activity of organic molecules plays a crucial role in enhancing the effectiveness of these agrochemicals, thereby supporting agricultural productivity and pest control.

Upstream product

• 5111-70-6 5-methoxy-1-indanone 

Relevant academic research and scientific papers

Development of a phase transfer catalyzed asymmetric synthesis for an estrogen receptor beta selective agonist

A practical asymmetric synthesis of the estrogen receptor beta selective agonist (7β-9aβ)-1,4-dichloro-2-hydroxjgibba-1(10a)2,4,4b-tetraen-6- one (1), proceeding by way of six isolated intermediates and without recourse to chromatography, is described. Highlights of the process route developed are two chemoselective chlorinations, a lithiated hydrazone alkylation and an asymmetric Michael addition of indanone 11 to methyl vinyl ketone (using 15 mol % of cinchonine-derived catalyst 20g) to set the all-carbon quaternary asymmetric stereocenter. The challenges addressed in scaling the latter heterogeneous biphasic phase transfer reaction to 44 mol (14 kg) scale are discussed in detail. Overall, the chemistry developed has been used to prepare > 6 kg of drug candidate 1 in 18% overall yield and with >99% ee.

PREPARATION OF SUBSTITUTED 2-HYDROXYGIBBA-1(10A), 2, 4, 4B-TETRAEN-6-ONES

The instant invention describes processes for synthesizing substituted 2-hydroxygibba-1(10a),2,4,4b-tetraen-6-ones.