Method of heightening optical purity of...

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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Reexamination Certificate

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10490267

ABSTRACT:
The present invention provides a method to improve the optical purity of 1-benzyl-3-aminopyrrolidine having a low optical purity using an inexpensive agent via a simple procedure. The present invention provides a method for improving the optical purity of 1-benzyl-3-aminopyrrolidine including the steps of converting 1-benzyl-3-aminopyrrolidine into an equimolar salt with an optically inactive acid, and recovering the salt as crystals. The present invention also provides a salt of 1-benzyl-3-aminopyrrolidine that is used in the method.

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Shiraiwa, et al. “Synthesis of optically active 1,4-thiazane-3-carboxylic acid via optical resolution by preferential crystallization of (RS)-2-amino-3-{(2-chlorethyl) sulfanyl } propanoic acid hydrochloride”, Bioscience, Biotechnology and Biochemistry, (1998), 62 (12) 2382-2387.
Jean, Ludovic et al, “A Convenient Route to 1-benzyl 3-aminopyrrolidine and 3-aminopiperidine”,Tetrahedron Letters42 (2001) pp. 5645-5649.

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