BR0014565A - Processos para produzir derivado de aspartil dipeptìdeo éster, para produzir 3-(3-hidróxi -4-metoxifenil) -3 -metilbutilaldeìdo e para produzir n-[n-[3-(3-hiidróxi -4- metoxifenil) 3- metilbutil] -l- alfa-aspartil] -l- fenilalanina 1-metil éster, derivado de benzeno, cristal de n-[n-[3-(3-hidróxi-4-metóxifenil) -3-metilbutil]-l- alfa-aspartil] -l-fenilalanina 1-metil éster, adoçante ou um alimento e bebida ou outro produto com um sabor doce conferido, e, processo para conferir um sabor doce - Google Patents
Processos para produzir derivado de aspartil dipeptìdeo éster, para produzir 3-(3-hidróxi -4-metoxifenil) -3 -metilbutilaldeìdo e para produzir n-[n-[3-(3-hiidróxi -4- metoxifenil) 3- metilbutil] -l- alfa-aspartil] -l- fenilalanina 1-metil éster, derivado de benzeno, cristal de n-[n-[3-(3-hidróxi-4-metóxifenil) -3-metilbutil]-l- alfa-aspartil] -l-fenilalanina 1-metil éster, adoçante ou um alimento e bebida ou outro produto com um sabor doce conferido, e, processo para conferir um sabor doceInfo
- Publication number
- BR0014565A BR0014565A BR0014565-3A BR0014565A BR0014565A BR 0014565 A BR0014565 A BR 0014565A BR 0014565 A BR0014565 A BR 0014565A BR 0014565 A BR0014565 A BR 0014565A
- Authority
- BR
- Brazil
- Prior art keywords
- hydroxy
- methoxyphenyl
- producing
- methyl ester
- methylbutyl
- Prior art date
Links
- 235000010357 aspartame Nutrition 0.000 title abstract 6
- -1 aspartyl Chemical group 0.000 title abstract 6
- FGOJCPKOOGIRPA-UHFFFAOYSA-N 1-o-tert-butyl 4-o-ethyl 5-oxoazepane-1,4-dicarboxylate Chemical compound CCOC(=O)C1CCN(C(=O)OC(C)(C)C)CCC1=O FGOJCPKOOGIRPA-UHFFFAOYSA-N 0.000 title abstract 5
- 229960005190 phenylalanine Drugs 0.000 title abstract 5
- 235000003599 food sweetener Nutrition 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 4
- 239000003765 sweetening agent Substances 0.000 title abstract 4
- 108010016626 Dipeptides Proteins 0.000 title abstract 2
- 150000002148 esters Chemical class 0.000 title abstract 2
- 235000013305 food Nutrition 0.000 title abstract 2
- 229960004717 insulin aspart Drugs 0.000 title abstract 2
- 235000019605 sweet taste sensations Nutrition 0.000 title 2
- 150000001555 benzenes Chemical class 0.000 title 1
- 239000013078 crystal Substances 0.000 title 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 title 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 3
- YYPNJNDODFVZLE-UHFFFAOYSA-N 3-methylbut-2-enoic acid Chemical compound CC(C)=CC(O)=O YYPNJNDODFVZLE-UHFFFAOYSA-N 0.000 abstract 2
- 235000009508 confectionery Nutrition 0.000 abstract 2
- 239000000796 flavoring agent Substances 0.000 abstract 2
- 235000019634 flavors Nutrition 0.000 abstract 2
- GYOFYVALRLJUHT-UHFFFAOYSA-N 3-(3-hydroxy-4-methoxyphenyl)-3-methylbutanoic acid Chemical compound COC1=CC=C(C(C)(C)CC(O)=O)C=C1O GYOFYVALRLJUHT-UHFFFAOYSA-N 0.000 abstract 1
- 108010011485 Aspartame Proteins 0.000 abstract 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical class C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 1
- 239000000605 aspartame Substances 0.000 abstract 1
- 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 1
- 229960003438 aspartame Drugs 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- QFGMXJOBTNZHEL-UHFFFAOYSA-N isoxepac Chemical compound O1CC2=CC=CC=C2C(=O)C2=CC(CC(=O)O)=CC=C21 QFGMXJOBTNZHEL-UHFFFAOYSA-N 0.000 abstract 1
- 229950011455 isoxepac Drugs 0.000 abstract 1
- 238000005932 reductive alkylation reaction Methods 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
-
- 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
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/30—Artificial sweetening agents
- A23L27/31—Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives
- A23L27/32—Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives containing dipeptides or derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/41—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydrogenolysis or reduction of carboxylic groups or functional derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/79—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
- C07C47/277—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/367—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of functional groups containing oxygen only in singly bound form
-
- 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
- C07C59/40—Unsaturated compounds
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- General Health & Medical Sciences (AREA)
- Biophysics (AREA)
- Biochemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Food Science & Technology (AREA)
- Nutrition Science (AREA)
- Polymers & Plastics (AREA)
- Peptides Or Proteins (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Seasonings (AREA)
Abstract
"PROCESSOS PARA PRODUZIR DERIVADO DE ASPARTIL DIPEPTìDEO éSTER, PARA PRODUZIR 3-(3-HIDRóXI-4METOXIFENIL)-3-METILBUTILALDEìDO E PARA PRODUZIR N-[N[3-(3-HIDRóXI-4-METOXIFENIL)3-METILBUTIL]-L-ALFA-ASP ARTIL] -L-FENILALANINA 1-METIL éSTER, DERIVADO DE BENZENO, CRISTAL DE N-[N-[3-(3-HIDRóXI-4-METóXIFENIL)-3-METILBUTIL]-L-ALFA-AS PARTIL]-L-FENILALANINA 1-METIL éSTER, ADOçANTE OU UM ALIMENTO E BEBIDA OU OUTRO PRODUTO COM UM SABOR DOCE CONFERIDO, E, PROCESSO PARA CONFERIR UM SABOR DOCE" 3-(3-hidróxi-4-metoxifenil)-3-metilbutilaldeído é produzido por uma reação, pela qual o grupo carboxila no ácido 3-(3-hidróxi-4-metoxifenil)-3-metilbutírico, que pode ser obtido pela reação de um 2-halogenoanisol com o ácido 3-metilcrotónico e convertendo-se o átomo de halogênio no assim produzido ácido 3-(3-halogeno-4-metoxifenil)-3-metilbutírico em um grupo hidroxila, é convertido em um grupo formila. Por uma reação de alquilação redutiva com aspartame, este derivado de aldeído pode ser fácil e eficientemente convertido em uma escala industrial no N-[N[3-(3-hidróxi-4-metoxifenil)-3-metilbutil]-L-<244>-aspartil]-L-fenilal anina 1-metil éster, que é útil como um adoçante que tem um alto grau de doçura. Assim, o derivado de aldeído é altamente excelente como um intermediário para a produção do adoçante.
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP28820799 | 1999-10-08 | ||
JP28820899 | 1999-10-08 | ||
JP29440999 | 1999-10-15 | ||
JP32809999 | 1999-11-18 | ||
PCT/JP2000/006933 WO2001027142A1 (fr) | 1999-10-08 | 2000-10-04 | Procede de production d'un derive d'aspartame, cristaux de ce derive, production de nouveaux intermediaires associes et procede de production de l'intermediaire |
Publications (1)
Publication Number | Publication Date |
---|---|
BR0014565A true BR0014565A (pt) | 2002-11-19 |
Family
ID=27479481
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
BR0014565-3A BR0014565A (pt) | 1999-10-08 | 2000-10-04 | Processos para produzir derivado de aspartil dipeptìdeo éster, para produzir 3-(3-hidróxi -4-metoxifenil) -3 -metilbutilaldeìdo e para produzir n-[n-[3-(3-hiidróxi -4- metoxifenil) 3- metilbutil] -l- alfa-aspartil] -l- fenilalanina 1-metil éster, derivado de benzeno, cristal de n-[n-[3-(3-hidróxi-4-metóxifenil) -3-metilbutil]-l- alfa-aspartil] -l-fenilalanina 1-metil éster, adoçante ou um alimento e bebida ou outro produto com um sabor doce conferido, e, processo para conferir um sabor doce |
Country Status (8)
Country | Link |
---|---|
US (2) | US20020132032A1 (pt) |
EP (1) | EP1219633A4 (pt) |
KR (1) | KR20020038797A (pt) |
CN (2) | CN1378556A (pt) |
AU (1) | AU7556700A (pt) |
BR (1) | BR0014565A (pt) |
CA (1) | CA2386859A1 (pt) |
WO (1) | WO2001027142A1 (pt) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BR0014565A (pt) * | 1999-10-08 | 2002-11-19 | Ajinomoto Kk | Processos para produzir derivado de aspartil dipeptìdeo éster, para produzir 3-(3-hidróxi -4-metoxifenil) -3 -metilbutilaldeìdo e para produzir n-[n-[3-(3-hiidróxi -4- metoxifenil) 3- metilbutil] -l- alfa-aspartil] -l- fenilalanina 1-metil éster, derivado de benzeno, cristal de n-[n-[3-(3-hidróxi-4-metóxifenil) -3-metilbutil]-l- alfa-aspartil] -l-fenilalanina 1-metil éster, adoçante ou um alimento e bebida ou outro produto com um sabor doce conferido, e, processo para conferir um sabor doce |
JP2001199930A (ja) * | 2000-01-20 | 2001-07-24 | Ajinomoto Co Inc | 新規アリ−ルプロピルアルデヒド誘導体、その製造法及びその使用等 |
EP2433922A1 (en) | 2010-08-25 | 2012-03-28 | Syngenta Participations AG | Process for the preparation of dichlorofulvene |
JP6573992B2 (ja) * | 2016-01-29 | 2019-09-11 | シチズン時計株式会社 | 6価クロム還元化合物で処理された革であるかを検査するための検査液 |
CN116284174A (zh) * | 2023-03-07 | 2023-06-23 | 昆山亚香香料股份有限公司 | 一种电子烟甜味剂及生产工艺及应用 |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60193940A (ja) * | 1984-03-16 | 1985-10-02 | Mitsui Toatsu Chem Inc | 新規芳香族アルケン化合物 |
FR2697844B1 (fr) * | 1992-11-12 | 1995-01-27 | Claude Nofre | Nouveaux composés dérivés de dipeptides ou d'analogues dipeptidiques utiles comme agents édulcorants, leur procédé de préparation. |
FR2719590B1 (fr) * | 1994-05-09 | 1996-07-26 | Claude Nofre | Procédé perfectionné de préparation d'un composé dérivé de l'aspartame utile comme agent édulcorant. |
US5728862A (en) * | 1997-01-29 | 1998-03-17 | The Nutrasweet Company | Method for preparing and purifying an N-alkylated aspartame derivative |
HU228909B1 (en) * | 1998-04-09 | 2013-06-28 | Ajinomoto Kk | Aspartyl dipeptide ester derivatives and sweeteners |
KR100631306B1 (ko) * | 1998-06-26 | 2006-10-09 | 아지노모토 가부시키가이샤 | 아스파르틸 디펩타이드 에스테르 유도체 및 이를 함유하는 감미제 |
OA11654A (en) * | 1998-09-18 | 2004-12-08 | Ajinomoto Kk | N-alkylaspartyldipeptide ester derivatives and sweeteners. |
CA2383137A1 (en) * | 1999-09-07 | 2001-03-15 | Ajinomoto Co., Inc. | Method for producing aspartame derivative, method for purifying the same, crystals thereof and uses of the same |
US20040176472A1 (en) * | 1999-10-07 | 2004-09-09 | Ajinomoto Co., Inc. | Process for production of aspartyl dipeptide ester derivative, novel production intermediate therefor, and process for production thereof |
BR0014565A (pt) * | 1999-10-08 | 2002-11-19 | Ajinomoto Kk | Processos para produzir derivado de aspartil dipeptìdeo éster, para produzir 3-(3-hidróxi -4-metoxifenil) -3 -metilbutilaldeìdo e para produzir n-[n-[3-(3-hiidróxi -4- metoxifenil) 3- metilbutil] -l- alfa-aspartil] -l- fenilalanina 1-metil éster, derivado de benzeno, cristal de n-[n-[3-(3-hidróxi-4-metóxifenil) -3-metilbutil]-l- alfa-aspartil] -l-fenilalanina 1-metil éster, adoçante ou um alimento e bebida ou outro produto com um sabor doce conferido, e, processo para conferir um sabor doce |
AU1305201A (en) * | 1999-11-18 | 2001-06-04 | Ajinomoto Co., Inc. | Novel intermediate for sweetener with high sweetness and process for producing the same |
KR20030045672A (ko) * | 2000-05-10 | 2003-06-11 | 아지노모토 가부시키가이샤 | 아스파르틸 디펩타이드 에스테르 유도체의 제조방법 |
-
2000
- 2000-10-04 BR BR0014565-3A patent/BR0014565A/pt not_active IP Right Cessation
- 2000-10-04 KR KR1020027004396A patent/KR20020038797A/ko not_active Application Discontinuation
- 2000-10-04 AU AU75567/00A patent/AU7556700A/en not_active Abandoned
- 2000-10-04 CN CN00813890A patent/CN1378556A/zh active Pending
- 2000-10-04 CN CNA200410061915XA patent/CN1566141A/zh active Pending
- 2000-10-04 EP EP00964672A patent/EP1219633A4/en not_active Withdrawn
- 2000-10-04 CA CA002386859A patent/CA2386859A1/en not_active Abandoned
- 2000-10-04 WO PCT/JP2000/006933 patent/WO2001027142A1/ja not_active Application Discontinuation
-
2002
- 2002-04-08 US US10/117,205 patent/US20020132032A1/en not_active Abandoned
-
2004
- 2004-06-08 US US10/862,426 patent/US20040230073A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
US20040230073A1 (en) | 2004-11-18 |
AU7556700A (en) | 2001-04-23 |
US20020132032A1 (en) | 2002-09-19 |
CN1566141A (zh) | 2005-01-19 |
CN1378556A (zh) | 2002-11-06 |
EP1219633A1 (en) | 2002-07-03 |
WO2001027142A1 (fr) | 2001-04-19 |
CA2386859A1 (en) | 2001-04-19 |
EP1219633A4 (en) | 2004-10-20 |
KR20020038797A (ko) | 2002-05-23 |
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Legal Events
Date | Code | Title | Description |
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B08F | Application dismissed because of non-payment of annual fees [chapter 8.6 patent gazette] |
Free format text: REFERENTE A 6A,7A E 8A ANUIDADE. |
|
B08K | Patent lapsed as no evidence of payment of the annual fee has been furnished to inpi [chapter 8.11 patent gazette] |
Free format text: REFERENTE AO DESPACHO PUBLICADO NA RPI 1962 DE 12/08/2008. |
|
B15K | Others concerning applications: alteration of classification |
Ipc: C07K 5/072 (2006.01), A23L 27/30 (2016.01), C07C 4 |