A Practical Synthesis of Highly Hindered Biphenyl-2-carboxylates via Nucleophilic Aromatic Substitution of tert-Butyl 2-Methoxybenzoates with Aryl Grignard Reagent

A Practical Synthesis of Highly Hindered Biphenyl-2-carboxylates via Nucleophilic Aromatic Substitution of tert-Butyl 2-Methoxybenzoates with Aryl Grignard Reagent

The fluorenone derivative (OPC-34165) has potent repairing and protecting activities for peripheral and central nervous system degeneration. A synthesis of the biphenyl-2-carboxylic acid derivative, which is the key intermediate of OPC-34165, is described employing the SNAr reaction of tert-butyl 2-...

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Veröffentlicht in:Organic process research & development 2001-09, Vol.5 (5), p.535-538
Hauptverfasser: Aki, Shinji, Haraguchi, Yoshikazu, Sakikawa, Hiroshi, Ishigami, Masashi, Fujioka, Takafumi, Furuta, Takuya, Minamikawa, Jun-ichi
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container_end_page 538
container_issue 5
container_start_page 535
container_title Organic process research & development
container_volume 5
creator Aki, Shinji
Haraguchi, Yoshikazu
Sakikawa, Hiroshi
Ishigami, Masashi
Fujioka, Takafumi
Furuta, Takuya
Minamikawa, Jun-ichi
description The fluorenone derivative (OPC-34165) has potent repairing and protecting activities for peripheral and central nervous system degeneration. A synthesis of the biphenyl-2-carboxylic acid derivative, which is the key intermediate of OPC-34165, is described employing the SNAr reaction of tert-butyl 2-methoxybenzoate with aryl Grignard reagent in refluxing THF−toluene.
doi_str_mv 10.1021/op0001279
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title A Practical Synthesis of Highly Hindered Biphenyl-2-carboxylates via Nucleophilic Aromatic Substitution of tert-Butyl 2-Methoxybenzoates with Aryl Grignard Reagent
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