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ChemInform Abstract: Diastereoselective Reaction of a Grignard Reagent with Chiral Imides: A Practical Preparation of a Key Intermediate in the Synthesis of Ifetroban Sodium.

✍ Scribed by R. H. MUELLER; S. WANG; P. D. PANSEGRAU; J. Q. JANNOTTI; M. A. POSS; J. K. THOTTATHIL; J. SINGH; M. J. HUMORA; T. P. KISSICK; B. BOYHAN

Publisher: John Wiley and Sons
Year: 2010
Weight: 32 KB
Volume: 28
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199744111

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✦ Synopsis

Diastereoselective Reaction of a Grignard Reagent with Chiral Imides: A Practical Preparation of a Key Intermediate in the Synthesis of Ifetroban Sodium. -The synthesis of the key intermediate (VIII) of ifetroban sodium is achieved via efficient formation of the chiral imine (IV) and its diastereoselective reaction with the Grignard compound (V) which, after in situ treatment with NaBH4, acidification, and heating in toluene yields the enantiopure aldehyde (VI). -(MUELLER, R. H.; WANG,

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