PRODUCTION OF ENANTIOMER PURE DIESTER OF 3-HYROXYOCTANEDIOIC ACID, DIESTER OF (R)-3-HYDROXYOCTANEDIOIC ACID AND PRODUCTION OF (R)-(+)-AND (S)-(-)-ALFA-LIPOIC ACID
PROBLEM TO BE SOLVED: To produce both enantiomer of α-lipoic acid in high chemical and optical yield by using a cheap starting material and carrying out asymmetric hydrogenation of a ketone. SOLUTION: An asymmetric, chemical and catalytic hydrogenation of 3-oxo- octanedioic acid diester of formula I...
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| creator | GEWALD RAINER DR LABAN GUNTER DR |
| description | PROBLEM TO BE SOLVED: To produce both enantiomer of α-lipoic acid in high chemical and optical yield by using a cheap starting material and carrying out asymmetric hydrogenation of a ketone. SOLUTION: An asymmetric, chemical and catalytic hydrogenation of 3-oxo- octanedioic acid diester of formula I (R and R are each a 1-20C alkyl, a 3-12C cycloalkyl a 7-12C aralkyl or an aryl) is carried out in the presence of a complex comprising ruthenium and an optically active phosphine, or a Raney nickel and an optically active tartaric acid to provided enantiomerically pure 3- hydroxyoctanedioic acid diester of formulas II and III. The asymmetric hydrogenation is carried out at 20-140C under 1-100 bar pressure. |
| format | Patent |
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SOLUTION: An asymmetric, chemical and catalytic hydrogenation of 3-oxo- octanedioic acid diester of formula I (R and R are each a 1-20C alkyl, a 3-12C cycloalkyl a 7-12C aralkyl or an aryl) is carried out in the presence of a complex comprising ruthenium and an optically active phosphine, or a Raney nickel and an optically active tartaric acid to provided enantiomerically pure 3- hydroxyoctanedioic acid diester of formulas II and III. 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SOLUTION: An asymmetric, chemical and catalytic hydrogenation of 3-oxo- octanedioic acid diester of formula I (R and R are each a 1-20C alkyl, a 3-12C cycloalkyl a 7-12C aralkyl or an aryl) is carried out in the presence of a complex comprising ruthenium and an optically active phosphine, or a Raney nickel and an optically active tartaric acid to provided enantiomerically pure 3- hydroxyoctanedioic acid diester of formulas II and III. The asymmetric hydrogenation is carried out at 20-140C under 1-100 bar pressure.</abstract><edition>6</edition><oa>free_for_read</oa></addata></record> |
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| subjects | ACYCLIC OR CARBOCYCLIC COMPOUNDS APPARATUS THEREFOR CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY CHEMISTRY GENERAL METHODS OF ORGANIC CHEMISTRY HETEROCYCLIC COMPOUNDS METALLURGY ORGANIC CHEMISTRY PERFORMING OPERATIONS PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL THEIR RELEVANT APPARATUS TRANSPORTING |
| title | PRODUCTION OF ENANTIOMER PURE DIESTER OF 3-HYROXYOCTANEDIOIC ACID, DIESTER OF (R)-3-HYDROXYOCTANEDIOIC ACID AND PRODUCTION OF (R)-(+)-AND (S)-(-)-ALFA-LIPOIC ACID |
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