ES445381A1 - 2-deutero-3-fluoro-d-alanine - Google Patents
2-deutero-3-fluoro-d-alanineInfo
- Publication number
- ES445381A1 ES445381A1 ES445381A ES445381A ES445381A1 ES 445381 A1 ES445381 A1 ES 445381A1 ES 445381 A ES445381 A ES 445381A ES 445381 A ES445381 A ES 445381A ES 445381 A1 ES445381 A1 ES 445381A1
- Authority
- ES
- Spain
- Prior art keywords
- deutero
- fluoro
- alanine
- isomer
- halo
- 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.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C247/00—Compounds containing azido groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C265/00—Derivatives of isocyanic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
- C07C53/15—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen containing halogen
- C07C53/19—Acids containing three or more carbon atoms
- C07C53/21—Acids containing three or more carbon atoms containing fluorine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/185—Saturated compounds having only one carboxyl group and containing keto groups
- C07C59/19—Pyruvic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
2-Deutero-3-fluoro-L-alanine is converted into its D-isomer in an asymmetrical manner. In this process, the L-isomer is reacted with sodium nitrite to give the corresponding L-2-deutero-2-halo-3-fluoro-propionic acid in solution in an aqueous hydrohalic acid. This L-2-deutero-2-halo-3-fluoropropionic acid is then reacted either with ammonia or with sodium azide with replacement of the 2-halogen substituent by a 2-azido group and subsequent catalytic hydrogenation to give 2-deutero-3-fluoro-D-alanine. 2-Deutero-3-fluoro-L-alanine can be converted into pharmaceutically acceptable salts. The resulting compound can be used for inhibition of the growth of Gram-positive and Gram-negative pathogenic bacteria.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/552,474 US3950411A (en) | 1972-02-03 | 1975-02-24 | Processes for asymmetric conversion of 3-fluoro-L-alanine and 2-deutero-3-fluoro-L-alanine to their D-isomers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES445381A1 true ES445381A1 (en) | 1977-06-01 |
Family
ID=24205490
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES445381A Expired ES445381A1 (en) | 1975-02-24 | 1976-02-20 | 2-deutero-3-fluoro-d-alanine |
Country Status (21)
| Country | Link |
|---|---|
| JP (1) | JPS51110513A (en) |
| AR (1) | AR207277A1 (en) |
| AU (1) | AU500536B2 (en) |
| CA (1) | CA1045157A (en) |
| CH (1) | CH620194A5 (en) |
| CS (1) | CS199274B2 (en) |
| DE (1) | DE2607252A1 (en) |
| DK (1) | DK55976A (en) |
| ES (1) | ES445381A1 (en) |
| FI (1) | FI760302A (en) |
| FR (1) | FR2301513A1 (en) |
| GB (1) | GB1488332A (en) |
| GR (1) | GR59306B (en) |
| HU (1) | HU173362B (en) |
| IE (1) | IE43351B1 (en) |
| NL (1) | NL7601511A (en) |
| NO (1) | NO760448L (en) |
| PT (1) | PT64805B (en) |
| SE (1) | SE7601423L (en) |
| YU (1) | YU41876A (en) |
| ZA (1) | ZA761045B (en) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3880922A (en) * | 1972-02-03 | 1975-04-29 | Merck & Co Inc | Process for preparing 3-fluoro-D-alanine by asymmetric rearrangement of 2-(azidocarbonyl)-3-fluoro-propionic ester or nitrile |
-
1976
- 1976-01-01 AR AR262279A patent/AR207277A1/en active
- 1976-02-09 FI FI760302A patent/FI760302A/fi not_active Application Discontinuation
- 1976-02-10 SE SE7601423A patent/SE7601423L/en unknown
- 1976-02-11 DK DK55976*#A patent/DK55976A/en unknown
- 1976-02-12 NO NO760448A patent/NO760448L/no unknown
- 1976-02-13 NL NL7601511A patent/NL7601511A/en not_active Application Discontinuation
- 1976-02-16 PT PT64805A patent/PT64805B/en unknown
- 1976-02-17 AU AU11178/76A patent/AU500536B2/en not_active Expired
- 1976-02-17 CH CH193076A patent/CH620194A5/en not_active IP Right Cessation
- 1976-02-17 GR GR50072A patent/GR59306B/en unknown
- 1976-02-18 CA CA246,060A patent/CA1045157A/en not_active Expired
- 1976-02-19 GB GB6655/76A patent/GB1488332A/en not_active Expired
- 1976-02-19 YU YU00418/76A patent/YU41876A/en unknown
- 1976-02-20 FR FR7604715A patent/FR2301513A1/en active Granted
- 1976-02-20 ES ES445381A patent/ES445381A1/en not_active Expired
- 1976-02-20 IE IE335/76A patent/IE43351B1/en unknown
- 1976-02-23 ZA ZA761045A patent/ZA761045B/en unknown
- 1976-02-23 CS CS761182A patent/CS199274B2/en unknown
- 1976-02-23 DE DE19762607252 patent/DE2607252A1/en not_active Withdrawn
- 1976-02-24 HU HU76ME1954A patent/HU173362B/en unknown
- 1976-02-24 JP JP51018580A patent/JPS51110513A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| FR2301513B1 (en) | 1979-02-02 |
| CS199274B2 (en) | 1980-07-31 |
| ZA761045B (en) | 1977-09-28 |
| AU1117876A (en) | 1977-08-25 |
| YU41876A (en) | 1982-02-28 |
| FI760302A (en) | 1976-08-25 |
| AR207277A1 (en) | 1976-09-22 |
| NO760448L (en) | 1976-08-25 |
| CH620194A5 (en) | 1980-11-14 |
| JPS51110513A (en) | 1976-09-30 |
| GR59306B (en) | 1977-12-12 |
| NL7601511A (en) | 1976-08-26 |
| CA1045157A (en) | 1978-12-26 |
| PT64805B (en) | 1978-02-06 |
| PT64805A (en) | 1976-03-01 |
| AU500536B2 (en) | 1979-05-24 |
| FR2301513A1 (en) | 1976-09-17 |
| DK55976A (en) | 1976-08-25 |
| IE43351L (en) | 1976-08-21 |
| IE43351B1 (en) | 1981-02-11 |
| SE7601423L (en) | 1976-08-25 |
| DE2607252A1 (en) | 1976-09-02 |
| HU173362B (en) | 1979-04-28 |
| GB1488332A (en) | 1977-10-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GEP19960242B (en) | Method for Production of Derivatives of Benzohydrilsulfinyl or its Salts | |
| ES8606262A1 (en) | Pleuromutilin derivatives, process for their preparation and their use. | |
| GB1385685A (en) | Cephalosporin derivatives | |
| ES424859A1 (en) | Process for the manufacture of 2-arylamino-2-imidazoline derivatives and their salts | |
| ES480721A1 (en) | Lithium pseudomonate, process for its isolation and its hydrolysis. | |
| GB1157213A (en) | Process for the Manufacture of D-Lactic Acid and its Salts | |
| ES445381A1 (en) | 2-deutero-3-fluoro-d-alanine | |
| JPS57203087A (en) | Production of antibacterial | |
| ES388577A1 (en) | Method and composition for sealing anodized aluminum surfaces | |
| GB1481529A (en) | Cephalosporin antibiotic substance and the production thereof | |
| GB934292A (en) | Process for the preparation of heterocyclic compounds | |
| GB1161988A (en) | A Process for the Production of Inosine | |
| Okada et al. | An iodometric assay of some derivatives of 7-aminocephalosporanic acid | |
| ES444508A1 (en) | Process for the preparation of phloroglucinol | |
| GB1480374A (en) | Aminocyclitol-aminoglycoside antibiotics and process for their preparation | |
| ES8203016A1 (en) | Directly injectable aqueous solutions of the alkali salts of canrenoic acid and of furosemide, and process for their production. | |
| GB1457381A (en) | Penicillin derivative and microbiological and semisynthetic methods for its production | |
| JPS5272886A (en) | Preparation of cephalosporin compound | |
| ES344031A1 (en) | Process for the Production of DL-Methionine Composition | |
| ES420958A1 (en) | Process for the manufacture of alkyl benzimidazolylcarbamates | |
| GB1356991A (en) | Kanamycin a salts | |
| GB1060543A (en) | Process for the production of tetracyclines | |
| GB1263677A (en) | Process for the preparation of quinoxaline-di-n-oxide-aldehyde | |
| GB1479731A (en) | Process for the production of crystals of monosodium glutamate pentahydrate | |
| ES263083A1 (en) | Recrystallization of demethylchlortetracycline |