ATE104961T1 - Verfahren zur herstellung von 3-(1-amino-1,3dicarboxy-3-hydroxy-but-4-yl)-indol. - Google Patents
Verfahren zur herstellung von 3-(1-amino-1,3dicarboxy-3-hydroxy-but-4-yl)-indol.Info
- Publication number
- ATE104961T1 ATE104961T1 AT9191300375T AT91300375T ATE104961T1 AT E104961 T1 ATE104961 T1 AT E104961T1 AT 9191300375 T AT9191300375 T AT 9191300375T AT 91300375 T AT91300375 T AT 91300375T AT E104961 T1 ATE104961 T1 AT E104961T1
- Authority
- AT
- Austria
- Prior art keywords
- indole
- hydroxy
- amino
- ester
- 3dicarboxy
- Prior art date
Links
- RMLYXMMBIZLGAQ-UHFFFAOYSA-N (2S,4S)-Monatin Chemical compound C1=CC=C2C(CC(O)(CC(N)C(O)=O)C(O)=O)=CNC2=C1 RMLYXMMBIZLGAQ-UHFFFAOYSA-N 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000005690 diesters Chemical class 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 238000007259 addition reaction Methods 0.000 abstract 1
- 239000007859 condensation product Substances 0.000 abstract 1
- UXOLDCOJRAMLTQ-UHFFFAOYSA-N ethyl 2-chloro-2-hydroxyiminoacetate Chemical compound CCOC(=O)C(Cl)=NO UXOLDCOJRAMLTQ-UHFFFAOYSA-N 0.000 abstract 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 abstract 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- -1 unsaturated indolyl ester Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/20—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals substituted additionally by nitrogen atoms, e.g. tryptophane
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/04—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ZA90391 | 1990-01-19 | ||
| EP91300375A EP0438314B1 (de) | 1990-01-19 | 1991-01-17 | Verfahren zur Herstellung von 3-(1-Amino-1,3-dicarboxy-3-hydroxy-but-4-yl)-indol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE104961T1 true ATE104961T1 (de) | 1994-05-15 |
Family
ID=25579985
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT9191300375T ATE104961T1 (de) | 1990-01-19 | 1991-01-17 | Verfahren zur herstellung von 3-(1-amino-1,3dicarboxy-3-hydroxy-but-4-yl)-indol. |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US5128482A (de) |
| EP (1) | EP0438314B1 (de) |
| JP (1) | JP2955048B2 (de) |
| AT (1) | ATE104961T1 (de) |
| AU (1) | AU641331B2 (de) |
| CA (1) | CA2034541A1 (de) |
| DE (1) | DE69101791T2 (de) |
| ES (1) | ES2063443T3 (de) |
| GB (1) | GB2240105B (de) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5994559A (en) * | 1998-08-06 | 1999-11-30 | The Board Of Governors For Higher Education, State Of Rhode Island And Providence Plantations | Synthesis of monatin-A high intensity natural sweetener |
| DE19858340A1 (de) * | 1998-12-17 | 2000-06-21 | Merck Patent Gmbh | Verfahren zur Herstellung von 3-Alkanoyl- und 3-Alkylindolen |
| KR100966035B1 (ko) * | 2001-11-30 | 2010-06-25 | 아지노모토 가부시키가이샤 | 모나틴의 비천연형 입체이성체 염의 결정 및 이의 사용 |
| DE60239072D1 (de) * | 2001-12-27 | 2011-03-10 | Ajinomoto Kk | Verfahren zur herstellung von glutaminsäurederivaten |
| US7297800B2 (en) | 2001-12-27 | 2007-11-20 | Ajinomoto Co., Inc. | Process of producing glutamate derivatives |
| CN100465156C (zh) * | 2001-12-27 | 2009-03-04 | 味之素株式会社 | 谷氨酸化合物及其制备中间体的制造方法与为此所用的新型中间体 |
| JP2003292484A (ja) * | 2002-04-01 | 2003-10-15 | Ajinomoto Co Inc | γ−ヒドロキシアミノ酸誘導体及びモナティン類の製造方法 |
| US7572607B2 (en) | 2002-04-23 | 2009-08-11 | Cargill, Incorporated | Polypeptides and biosynthetic pathways for the production of monatin and its precursors |
| PL208481B1 (pl) * | 2002-04-23 | 2011-05-31 | Cargill | Sposób wytwarzania monatyny |
| US8372989B2 (en) | 2002-04-23 | 2013-02-12 | Cargill, Incorporated | Polypeptides and biosynthetic pathways for the production of monatin and its precursors |
| CA2484871C (en) | 2002-08-26 | 2010-11-30 | Ajinomoto Co., Inc. | Novel aldolase and production process of substituted .alpha.-keto acids |
| AU2003289264A1 (en) | 2002-12-09 | 2004-06-30 | Ajinomoto Co., Inc. | Mutant d-aminotransferase and process for producing optically active glutamic acid derivative using the same |
| KR101160473B1 (ko) * | 2003-01-09 | 2012-06-28 | 아지노모토 가부시키가이샤 | 글루탐산 유도체 및 피로글루탐산 유도체의 제조 방법 및신규 제조 중간체 |
| EP1648248A2 (de) * | 2003-08-01 | 2006-04-26 | Cargill, Incorporated | Monatin-süssstoffzusammensetzungen für den tisch und verfahren zur herstellung davon |
| US20050106305A1 (en) * | 2003-08-25 | 2005-05-19 | Cargill, Inc. | Beverage compositions comprising monatin and methods of making same |
| US8206955B2 (en) | 2003-10-21 | 2012-06-26 | Cargill, Incorporated | Production of monatin and monatin precursors |
| US7935377B2 (en) | 2004-06-04 | 2011-05-03 | Ajinomoto Co., Inc. | Crystals of free (2R, 4R)-monatin and use thereof |
| US8158389B2 (en) | 2005-04-20 | 2012-04-17 | Cargill, Incorporated | Products and methods for in vivo secretion of monatin |
| EP1883817A4 (de) | 2005-04-20 | 2009-09-23 | Cargill Inc | Produkte und verfahren zur in-vivo-sekretion von monatin |
| US7582455B2 (en) | 2005-04-26 | 2009-09-01 | Cargill, Incorporated | Polypeptides and biosynthetic pathways for the production of stereoisomers of monatin and their precursors |
| AU2006341528A1 (en) | 2005-04-26 | 2007-12-06 | Cargill, Incorporated | Polypeptides and biosynthetic pathways for the production of stereoisomers of monatin and their precursors |
| US8076108B2 (en) | 2005-04-26 | 2011-12-13 | Cargill, Incorporated | Polypeptides and biosynthetic pathways for the production of stereoisomers of monatin and their precursors |
| KR101622894B1 (ko) | 2006-03-07 | 2016-05-19 | 바스프 엔자임스 엘엘씨 | 알돌라제, 이것을 코딩하는 핵산과 그 제조 방법 및 사용 방법 |
| ES2416104T3 (es) | 2006-03-07 | 2013-07-30 | Cargill, Incorporated | Aldolasas, ácidos nucleicos que las codifican y métodos para producir y usar las mismas |
| JP2009538145A (ja) | 2006-05-24 | 2009-11-05 | カーギル・インコーポレイテッド | 平衡反応の収量を増加させるための方法およびシステム |
| US20090198072A1 (en) * | 2006-05-24 | 2009-08-06 | Cargill, Incorporated | Methods and systems for increasing production of equilibrium reactions |
| US8076107B2 (en) * | 2007-10-01 | 2011-12-13 | Cargill, Incorporated | Production of monatin stereoisomers |
| US8003361B2 (en) | 2007-10-01 | 2011-08-23 | Cargill Incorporated | Production of monatin enantiomers |
| US8367847B2 (en) * | 2007-10-01 | 2013-02-05 | Cargill, Incorporated | Production of monatin enantiomers |
| AU2008347234B2 (en) | 2008-01-03 | 2015-05-28 | Basf Enzymes Llc | Transferases and oxidoreductases, nucleic acids encoding them and methods for making and using them |
| JP6037277B2 (ja) * | 2012-12-19 | 2016-12-07 | 国立研究開発法人農業・食品産業技術総合研究機構 | オーキシン生合成阻害剤 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3320282A (en) * | 1962-10-29 | 1967-05-16 | Pfizer & Co C | Process for preparing esters of 2-hydroxy-3-(3-indolyl) alkanoic acids |
| GB2205834B (en) * | 1987-06-15 | 1990-10-31 | South African Inventions | 3-(1-amino-1,3-dicarboxy-3-hydroxy-but-4-yl)-indole compounds |
-
1991
- 1991-01-17 ES ES91300375T patent/ES2063443T3/es not_active Expired - Lifetime
- 1991-01-17 AT AT9191300375T patent/ATE104961T1/de not_active IP Right Cessation
- 1991-01-17 DE DE69101791T patent/DE69101791T2/de not_active Expired - Lifetime
- 1991-01-17 GB GB9101045A patent/GB2240105B/en not_active Expired - Lifetime
- 1991-01-17 EP EP91300375A patent/EP0438314B1/de not_active Expired - Lifetime
- 1991-01-18 JP JP3075547A patent/JP2955048B2/ja not_active Expired - Lifetime
- 1991-01-18 US US07/642,804 patent/US5128482A/en not_active Expired - Lifetime
- 1991-01-18 CA CA002034541A patent/CA2034541A1/en not_active Abandoned
- 1991-01-21 AU AU69810/91A patent/AU641331B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB2240105A (en) | 1991-07-24 |
| ES2063443T3 (es) | 1995-01-01 |
| AU6981091A (en) | 1991-07-25 |
| JP2955048B2 (ja) | 1999-10-04 |
| GB9101045D0 (en) | 1991-02-27 |
| AU641331B2 (en) | 1993-09-16 |
| EP0438314B1 (de) | 1994-04-27 |
| DE69101791T2 (de) | 1994-08-11 |
| CA2034541A1 (en) | 1991-07-20 |
| EP0438314A1 (de) | 1991-07-24 |
| JPH04217954A (ja) | 1992-08-07 |
| GB2240105B (en) | 1993-06-09 |
| US5128482A (en) | 1992-07-07 |
| DE69101791D1 (de) | 1994-06-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| UEP | Publication of translation of european patent specification | ||
| EELA | Cancelled due to lapse of time |