JPS56123956A - Beta-trifluorovinylalanine and its preparation - Google Patents
Beta-trifluorovinylalanine and its preparationInfo
- Publication number
- JPS56123956A JPS56123956A JP2783280A JP2783280A JPS56123956A JP S56123956 A JPS56123956 A JP S56123956A JP 2783280 A JP2783280 A JP 2783280A JP 2783280 A JP2783280 A JP 2783280A JP S56123956 A JPS56123956 A JP S56123956A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- amino acid
- acid
- 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.)
- Granted
Links
- USHPKRDNFDUJJE-VKHMYHEASA-N (2s)-2-amino-4,5,5-trifluoropent-4-enoic acid Chemical compound OC(=O)[C@@H](N)CC(F)=C(F)F USHPKRDNFDUJJE-VKHMYHEASA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- PXIPVTKHYLBLMZ-UHFFFAOYSA-N Sodium azide Chemical compound [Na+].[N-]=[N+]=[N-] PXIPVTKHYLBLMZ-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- -1 acrylic ester Chemical class 0.000 abstract 2
- 235000001014 amino acid Nutrition 0.000 abstract 2
- 150000001413 amino acids Chemical class 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- 239000013543 active substance Substances 0.000 abstract 1
- 150000001370 alpha-amino acid derivatives Chemical class 0.000 abstract 1
- 235000008206 alpha-amino acids Nutrition 0.000 abstract 1
- 229940125532 enzyme inhibitor Drugs 0.000 abstract 1
- 239000002532 enzyme inhibitor Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 230000002070 germicidal effect Effects 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 239000002917 insecticide Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 239000000178 monomer Substances 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 238000007342 radical addition reaction Methods 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
- 239000011701 zinc Substances 0.000 abstract 1
- 229910052725 zinc Inorganic materials 0.000 abstract 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
NEW MATERIAL:The compound of formula I.
USE: A monomer of an amino acid polymer in which F is linked to the main chain, a synthetic intermediate for an amino acid containing fluorine having a more complicated structure and a physiologically active substance, e.g. an insecticide, germicide or enzyme inhibitor.
PROCESS: An ester of a halogenated α-amino acid expressed by formula II (R is CH3 or C2H5) is reacted with acetic anhydride in acetic acid solvent at 50W100°C to give a compound of formula III, which is then dechlorinated with zinc in an alcohol to afford a compound of formula IV. The resultant compound is then hydrolyzed in the presence of an inorganic acid, e.g. sulfuric acid or hydrochloric acid, to give the compound of formula I. The starting raw material compound of formula II is obtained by reacting a radical addition reaction adduct of CF2ClCFClI with an acrylic ester with sodium azide, and reducing the resultant azide compound with hydrogen.
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2783280A JPS56123956A (en) | 1980-03-05 | 1980-03-05 | Beta-trifluorovinylalanine and its preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2783280A JPS56123956A (en) | 1980-03-05 | 1980-03-05 | Beta-trifluorovinylalanine and its preparation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS56123956A true JPS56123956A (en) | 1981-09-29 |
| JPS5748141B2 JPS5748141B2 (en) | 1982-10-14 |
Family
ID=12231906
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2783280A Granted JPS56123956A (en) | 1980-03-05 | 1980-03-05 | Beta-trifluorovinylalanine and its preparation |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS56123956A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1999007665A1 (en) * | 1997-08-09 | 1999-02-18 | Korea Research Institute Of Chemical Technology | Fungicidal compounds having a fluorovinyloxyphenyl moiety and process for the preparation thereof |
| WO1999047491A1 (en) * | 1998-03-16 | 1999-09-23 | Korea Research Institute Of Chemical Technology | Fluorovinyloxyacetamides, process for preparing same and herbicidal composition comprising same |
-
1980
- 1980-03-05 JP JP2783280A patent/JPS56123956A/en active Granted
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1999007665A1 (en) * | 1997-08-09 | 1999-02-18 | Korea Research Institute Of Chemical Technology | Fungicidal compounds having a fluorovinyloxyphenyl moiety and process for the preparation thereof |
| US6444850B1 (en) * | 1997-08-09 | 2002-09-03 | Korea Research Institute Of Chemical Technology | Fungicidial compounds having a fluorovinyloxphyenyl moiety and process for the preparation thereof |
| WO1999047491A1 (en) * | 1998-03-16 | 1999-09-23 | Korea Research Institute Of Chemical Technology | Fluorovinyloxyacetamides, process for preparing same and herbicidal composition comprising same |
| US6310246B1 (en) * | 1998-03-16 | 2001-10-30 | Korea Research Institute Of Chemical Technology | Fluorovinloxyacetamides, process for preparing same and herbicidal composition comprising same |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5748141B2 (en) | 1982-10-14 |
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