AU1177097A - Process for racemization of n-acetyl-d(l)-alpha-aminocarboxylic acids - Google Patents
Process for racemization of n-acetyl-d(l)-alpha-aminocarboxylic acidsInfo
- Publication number
- AU1177097A AU1177097A AU11770/97A AU1177097A AU1177097A AU 1177097 A AU1177097 A AU 1177097A AU 11770/97 A AU11770/97 A AU 11770/97A AU 1177097 A AU1177097 A AU 1177097A AU 1177097 A AU1177097 A AU 1177097A
- Authority
- AU
- Australia
- Prior art keywords
- acetyl
- alpha
- aminocarboxylic acids
- heating
- racemization
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
- C12P41/006—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by reactions involving C-N bonds, e.g. nitriles, amides, hydantoins, carbamates, lactames, transamination reactions, or keto group formation from racemic mixtures
- C12P41/007—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by reactions involving C-N bonds, e.g. nitriles, amides, hydantoins, carbamates, lactames, transamination reactions, or keto group formation from racemic mixtures by reactions involving acyl derivatives of racemic amines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/16—Preparation of optical isomers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/57—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
- C07C323/58—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups with amino groups bound to the carbon skeleton
- C07C323/59—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups with amino groups bound to the carbon skeleton with acylated amino groups bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/04—Alpha- or beta- amino acids
- C12P13/12—Methionine; Cysteine; Cystine
Abstract
With known methods of racemizing N-acetyl-D(L)- alpha -aminocarboxylic acids in the non-aqueous state by heating them to temperatures above room temperature, significant quantities of by-products are formed, especially acetyl dipeptides. By converting at least a proportion of the N-acetyl-D(L)- alpha -aminocarboxylic acids to corresponding N-acetyl-D(L)- alpha -aminocarboxylic acid salts before or during the heating, it is possible to increase the sojourn time of the educt which is to be racemized at higher temperatures without any evident increase in the quantity of by-product formed (in particular acetylated dipeptides). Also disclosed is the production of optically active amino acids by enzymatic splitting of racemic compounds.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19546531A DE19546531A1 (en) | 1995-12-13 | 1995-12-13 | Process for the racemization of N-acetyl-D (L) -alpha-aminocarboxylic acids |
DE19546531 | 1995-12-13 | ||
PCT/EP1996/005438 WO1997021650A1 (en) | 1995-12-13 | 1996-12-05 | Process for racemization of n-acetyl-d(l)-alpha-aminocarboxylic acids |
Publications (1)
Publication Number | Publication Date |
---|---|
AU1177097A true AU1177097A (en) | 1997-07-03 |
Family
ID=7780006
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
AU11770/97A Abandoned AU1177097A (en) | 1995-12-13 | 1996-12-05 | Process for racemization of n-acetyl-d(l)-alpha-aminocarboxylic acids |
Country Status (9)
Country | Link |
---|---|
EP (1) | EP0873290B1 (en) |
JP (1) | JP4031829B2 (en) |
AT (1) | ATE251097T1 (en) |
AU (1) | AU1177097A (en) |
DE (2) | DE19546531A1 (en) |
DK (1) | DK0873290T3 (en) |
ES (1) | ES2205069T3 (en) |
PT (1) | PT873290E (en) |
WO (1) | WO1997021650A1 (en) |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH505056A (en) * | 1968-12-27 | 1971-03-31 | Hoffmann La Roche | Process for the preparation of L-3- (3 ', 4'-dihydroxyphenyl) alanine |
US3737454A (en) * | 1969-09-10 | 1973-06-05 | Tanabe Seiyaku Co | Racemization of optically active ammonium n-acetyl-alpha-aminophenylacetate |
DE2740380A1 (en) * | 1977-09-08 | 1979-03-15 | Dynamit Nobel Ag | PROCESS FOR RACEMIZATION OF OPTICALLY ACTIVE N-ACYL-AMINO ACIDS IN AQUATIC SOLUTION |
DE3334849A1 (en) * | 1983-09-27 | 1985-04-04 | Hoechst Ag, 6230 Frankfurt | METHOD FOR RACEMIZING OPTICALLY ACTIVE AMINO ACIDS |
DE3435095C2 (en) * | 1984-09-25 | 1986-07-24 | Degussa Ag, 6000 Frankfurt | Process for the racemization of N-acetyl-D (L) -α-amino carboxylic acids |
-
1995
- 1995-12-13 DE DE19546531A patent/DE19546531A1/en not_active Withdrawn
-
1996
- 1996-12-05 WO PCT/EP1996/005438 patent/WO1997021650A1/en active IP Right Grant
- 1996-12-05 EP EP96942357A patent/EP0873290B1/en not_active Expired - Lifetime
- 1996-12-05 DK DK96942357T patent/DK0873290T3/en active
- 1996-12-05 PT PT96942357T patent/PT873290E/en unknown
- 1996-12-05 DE DE59610753T patent/DE59610753D1/en not_active Expired - Lifetime
- 1996-12-05 ES ES96942357T patent/ES2205069T3/en not_active Expired - Lifetime
- 1996-12-05 AT AT96942357T patent/ATE251097T1/en active
- 1996-12-05 JP JP52171097A patent/JP4031829B2/en not_active Expired - Lifetime
- 1996-12-05 AU AU11770/97A patent/AU1177097A/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
JP4031829B2 (en) | 2008-01-09 |
EP0873290A1 (en) | 1998-10-28 |
WO1997021650A1 (en) | 1997-06-19 |
PT873290E (en) | 2004-02-27 |
ATE251097T1 (en) | 2003-10-15 |
DE59610753D1 (en) | 2003-11-06 |
JP2000501719A (en) | 2000-02-15 |
DE19546531A1 (en) | 1997-06-19 |
DK0873290T3 (en) | 2004-01-26 |
EP0873290B1 (en) | 2003-10-01 |
ES2205069T3 (en) | 2004-05-01 |
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