JPS6431751A - Production of n-acetyl-d-glutamic acid - Google Patents
Production of n-acetyl-d-glutamic acidInfo
- Publication number
- JPS6431751A JPS6431751A JP18914887A JP18914887A JPS6431751A JP S6431751 A JPS6431751 A JP S6431751A JP 18914887 A JP18914887 A JP 18914887A JP 18914887 A JP18914887 A JP 18914887A JP S6431751 A JPS6431751 A JP S6431751A
- Authority
- JP
- Japan
- Prior art keywords
- acetyl
- glutamic acid
- carnitine nitrile
- compound
- give
- 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.)
- Pending
Links
- RFMMMVDNIPUKGG-RXMQYKEDSA-N (2r)-2-acetamidopentanedioic acid Chemical compound CC(=O)N[C@@H](C(O)=O)CCC(O)=O RFMMMVDNIPUKGG-RXMQYKEDSA-N 0.000 title 1
- PHIQHXFUZVPYII-LURJTMIESA-N (S)-carnitine Chemical compound C[N+](C)(C)C[C@@H](O)CC([O-])=O PHIQHXFUZVPYII-LURJTMIESA-N 0.000 abstract 3
- RFMMMVDNIPUKGG-UHFFFAOYSA-N Acetyl-Glu Chemical compound CC(=O)NC(C(O)=O)CCC(O)=O RFMMMVDNIPUKGG-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 150000002825 nitriles Chemical class 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- RFMMMVDNIPUKGG-YFKPBYRVSA-N N-acetyl-L-glutamic acid Chemical compound CC(=O)N[C@H](C(O)=O)CCC(O)=O RFMMMVDNIPUKGG-YFKPBYRVSA-N 0.000 abstract 2
- 239000007864 aqueous solution Substances 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 2
- -1 nitrile chloride Chemical class 0.000 abstract 2
- 230000003287 optical effect Effects 0.000 abstract 2
- ODHCTXKNWHHXJC-UHFFFAOYSA-N 5-oxoproline Chemical compound OC(=O)C1CCC(=O)N1 ODHCTXKNWHHXJC-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- 239000012345 acetylating agent Substances 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 229960004203 carnitine Drugs 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PURPOSE:To mass produce the titled compound to be expected as an optically resolving agent at low material cost, by optically resolving N-acetyl-DL-glutamic acid with a compound derived from de-carnitine nitrile chloride. CONSTITUTION:d-Carnitine nitrile chloride is converted into d-carnitine nitrile hydroxide, N-acetyl-DL-glutamic acid is optically resolved with d-carnitine nitrile hydroxide and N-acetyl-L-glutamic acid recovered after optical resolution is recemized with water under pressure by heating at >=150 deg.C to give DL- pyroglutamic acid. Then this compound is heated with an alkali aqueous solution, without isolation, and an acetylating agent is dripped to the aqueous solution to give N-acetyl-DL-glutamic acid. In the operation, characteristically the product after the optical resolution is subjected to acidolysis with conc. hydrochloric acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18914887A JPS6431751A (en) | 1987-07-29 | 1987-07-29 | Production of n-acetyl-d-glutamic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18914887A JPS6431751A (en) | 1987-07-29 | 1987-07-29 | Production of n-acetyl-d-glutamic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS6431751A true JPS6431751A (en) | 1989-02-02 |
Family
ID=16236227
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP18914887A Pending JPS6431751A (en) | 1987-07-29 | 1987-07-29 | Production of n-acetyl-d-glutamic acid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6431751A (en) |
-
1987
- 1987-07-29 JP JP18914887A patent/JPS6431751A/en active Pending
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