ES2037813T3 - Procedimiento para la preparacion de ester metilico de aspartil-fenil-alanina a partir de ester metilico de n-formil-aspartil-fenilalanina. - Google Patents
Procedimiento para la preparacion de ester metilico de aspartil-fenil-alanina a partir de ester metilico de n-formil-aspartil-fenilalanina.Info
- Publication number
- ES2037813T3 ES2037813T3 ES198888200812T ES88200812T ES2037813T3 ES 2037813 T3 ES2037813 T3 ES 2037813T3 ES 198888200812 T ES198888200812 T ES 198888200812T ES 88200812 T ES88200812 T ES 88200812T ES 2037813 T3 ES2037813 T3 ES 2037813T3
- Authority
- ES
- Spain
- Prior art keywords
- methyl ester
- aspartil
- preparation
- aspartylphenylalanine
- fenilalanina
- 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 - Lifetime
Links
- 238000000034 method Methods 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title abstract 2
- 150000004702 methyl esters Chemical class 0.000 title 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 5
- 108010011485 Aspartame Proteins 0.000 abstract 4
- IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 abstract 4
- OSEHTEQTVJQGDE-RYUDHWBXSA-N (3s)-3-formamido-4-[[(2s)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid Chemical compound OC(=O)C[C@H](NC=O)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 OSEHTEQTVJQGDE-RYUDHWBXSA-N 0.000 abstract 2
- YBHDLBJNOIINKO-WDSKDSINSA-N (3s)-3-formamido-4-[[(2s)-1-methoxy-1-oxopropan-2-yl]amino]-4-oxobutanoic acid Chemical compound COC(=O)[C@H](C)NC(=O)[C@H](CC(O)=O)NC=O YBHDLBJNOIINKO-WDSKDSINSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 150000007529 inorganic bases Chemical class 0.000 abstract 1
- 235000006408 oxalic acid Nutrition 0.000 abstract 1
- 239000011877 solvent mixture Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06104—Dipeptides with the first amino acid being acidic
- C07K5/06113—Asp- or Asn-amino acid
- C07K5/06121—Asp- or Asn-amino acid the second amino acid being aromatic or cycloaliphatic
- C07K5/0613—Aspartame
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Peptides Or Proteins (AREA)
Abstract
LA INVENCION SE REIFIERE A UN PROCESO PARA LA PREPARACION DEL COMPUESTO DEL TITULO A PARTIR DE N-FORMILASPARTILALANINA METIL ESTER POR TRATAMIENTO CON UN ACIDO CARACTERIZADO PORQUE LA N-FORMILASPARTILALANINA METILESTER SE TRATA A 30-60 GRADOS C CON AL MENOS 0,5 EQUIVALENTE MOLAR DE ACIDO OXALICO POR MOL DE N-FORMILASPARTILFENILALANINA METIL ESTER EN UNA MEZCLA DISOLVENTE EN LA QUE LA N-FORMILASPARTILFENILALANINA METIL ESTER SE DISUELVE BIEN Y EN LO QUE LA SAL DEL ACIDO OXALICO DE ASPARTILFENILALANINA METILESTER ES ESCASAMENTE SOLUBLE, DESPUES DE QUE LA SAL DE ACIDO OXALICO DE ASPARTILFENILALANINA METIL ESTER SE SEPARA POR FILTRACION, SE DISUELVE EN AGUA Y DESPUES SE NEUTRALIZA CON LA AYUDA DE UNA BASE INORGANICA CON FORMACION DE ASPARTILFENILALANINA METIL ESTER LIBRE.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL8701035A NL8701035A (nl) | 1987-05-01 | 1987-05-01 | Werkwijze voor de bereiding van aspartylfenylalaninemethylester uit n-formylaspartylfenylalaninemethylester. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2037813T3 true ES2037813T3 (es) | 1993-07-01 |
Family
ID=19849943
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES198888200812T Expired - Lifetime ES2037813T3 (es) | 1987-05-01 | 1988-04-27 | Procedimiento para la preparacion de ester metilico de aspartil-fenil-alanina a partir de ester metilico de n-formil-aspartil-fenilalanina. |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US4831181A (es) |
| EP (1) | EP0294860B1 (es) |
| JP (1) | JP2541622B2 (es) |
| AT (1) | ATE83489T1 (es) |
| BR (1) | BR8802090A (es) |
| CA (1) | CA1322626C (es) |
| DE (1) | DE3876690T2 (es) |
| ES (1) | ES2037813T3 (es) |
| GR (1) | GR3007335T3 (es) |
| IE (1) | IE65898B1 (es) |
| NL (1) | NL8701035A (es) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL1006243C2 (nl) | 1997-06-06 | 1998-12-08 | Holland Sweetener Co | Werkwijze voor de bereiding van zouten van aspartaam uit N-beschermd aspartaam. |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3646061A (en) * | 1968-06-10 | 1972-02-29 | Ajinomoto Kk | Method of preparing n-alkoxalyl and n-formyl derivatives of alpha-amino acid esters |
| JPS57131746A (en) * | 1981-02-10 | 1982-08-14 | Ajinomoto Co Inc | Removal of n-formyl group |
| GB8321802D0 (en) * | 1983-08-12 | 1983-09-14 | Erba Farmitalia | Aspartame synthesis |
| ES8703487A1 (es) * | 1984-12-27 | 1987-03-01 | Mitsui Toatsu Chemicals | Procedimiento para la preparacion de a-l-aspartil-l-fenila- lanina metil ester |
| JPS61197593A (ja) * | 1985-02-27 | 1986-09-01 | Mitsui Toatsu Chem Inc | α−Ｌ−アスパルチル−１−フエニルアラニンジメチルエステルおよびその酸付加塩の製造法 |
| AU561384B2 (en) * | 1985-03-26 | 1987-05-07 | Mitsui Toatsu Chemicals Inc. | Preparation of -l-aspartyl-l-phenylalanine methyl ester or hydrochloride thereof |
| IT1190395B (it) * | 1985-09-30 | 1988-02-16 | Lark Spa | Procedimento per la rimozione del gruppo formile da un estere di n-formil peptide o di n-formil amminoacido |
-
1987
- 1987-05-01 NL NL8701035A patent/NL8701035A/nl not_active Application Discontinuation
-
1988
- 1988-04-25 JP JP63100446A patent/JP2541622B2/ja not_active Expired - Fee Related
- 1988-04-27 EP EP88200812A patent/EP0294860B1/en not_active Expired - Lifetime
- 1988-04-27 DE DE8888200812T patent/DE3876690T2/de not_active Expired - Fee Related
- 1988-04-27 ES ES198888200812T patent/ES2037813T3/es not_active Expired - Lifetime
- 1988-04-27 AT AT88200812T patent/ATE83489T1/de not_active IP Right Cessation
- 1988-04-28 IE IE126388A patent/IE65898B1/en not_active IP Right Cessation
- 1988-04-29 CA CA000565465A patent/CA1322626C/en not_active Expired - Fee Related
- 1988-04-29 US US07/188,418 patent/US4831181A/en not_active Expired - Lifetime
- 1988-04-29 BR BR8802090A patent/BR8802090A/pt unknown
-
1993
- 1993-03-15 GR GR930400533T patent/GR3007335T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE3876690D1 (de) | 1993-01-28 |
| IE881263L (en) | 1988-11-01 |
| BR8802090A (pt) | 1988-11-29 |
| EP0294860A1 (en) | 1988-12-14 |
| EP0294860B1 (en) | 1992-12-16 |
| US4831181A (en) | 1989-05-16 |
| IE65898B1 (en) | 1995-11-29 |
| JP2541622B2 (ja) | 1996-10-09 |
| DE3876690T2 (de) | 1993-07-01 |
| GR3007335T3 (es) | 1993-07-30 |
| NL8701035A (nl) | 1988-12-01 |
| ATE83489T1 (de) | 1993-01-15 |
| JPS63280098A (ja) | 1988-11-17 |
| CA1322626C (en) | 1993-09-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG2A | Definitive protection |
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