Method of producing optically active 1,3-imidazolidine-4-ones

US5386035A · kind A · utility

Assignee

• Degussa AG · DE

Inventors

• Dieter Seebach · Zürich, CH
• Karlheinz Drauz · Alzenau, DE
• Matthias Kottenhahn · Alzenau, DE
• Hermann Lotter · Großkrotzenburg, DE
• Michael Schwarm · Alzenau, DE

Key dates

• Filing date: Nov 12, 1992
• Grant date: Jan 31, 1995
• Expiry date: Nov 12, 2012

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D233/38
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

2.2. 1,3-imidazolidine-4-ones having the General Formula: ##STR1## are obtained in a pure form especially by means of precipitation, in which production an optically active acid can be used at 0.5-0.8 eq. for the separation of racemates. The non-desired enantiomer can be racemized in an inert solvent and the cyclization to imidazolidinone can take place by means of the optically active acid, whereupon the separation of racemates takes place directly thereafter. 1,3-imidazolidine-4-ones are valuable educts for the preparation of branched or unbranched, proteinogenic or non-proteinogenic .alpha.-amino acids by means of diastereoselective alkylation and subsequent ring splitting.