Method of producing optically active cyclopropane derivatives

Details Method of producing optically active cyclopropane derivatives Method of producing optically active cyclopropane derivatives

1997-12-02

1999-05-04

Geist, Gary

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

560124, 514547, C07D30700

Patent

active

059004924

ABSTRACT:
A method for resolving optically impure provided for producing a 1-alkoxycarbonyl-2-hydroxymethylcyclopropane-1-carboxylic acid.N-benzyl-.alpha.-phenylethylamine diastereomer salt. An enantiomer of N-benzyl-.alpha.-phenylethylamine is reacted with a 1-alkoxycarbonyl-2-hydroxymethylcyclopropane-1-carboxylic acid to produce a precipitate that is enriched in one diastereomer of the salt. After isolating the optically active salt, the N-benzyl-.alpha.-phenylethylamine may be separated to produce the corresponding 1-alkoxycarbonyl-2-hydroxymethylcyclopropane-1-carboxylic acid. Under acidic conditions, the carboxylic acid and hydroxyl groups undergo ring closure to afford the optically active

REFERENCES:
Kato et al, Syn. of optical active trimethylcyclopropanetricarboxylate by asym. protonation, Annu. Rep. Tohoku Coll. Pharm., 41, 119-23 Nov. 1994.

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