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BR9814091A - Processo para a separação e purificação de n- [ n- (3,3-dimetilbutil) -l-alfa-aspartil] -l-fenilalanina metil éster, processo para a produção de n- [n- (3,3-dimetilbutil) -l-alfa-aspartil] - l-fenilalanina metil éster ou a produção de n- [n- (3,3-dimetilbutil) -l-alfa-aspartil] -l-fenilalanina metil éster e n,n-di(3,3-dimetilbutil) -apm, derivado de apm, e, adoçante - Google Patents

Processo para a separação e purificação de n- [ n- (3,3-dimetilbutil) -l-alfa-aspartil] -l-fenilalanina metil éster, processo para a produção de n- [n- (3,3-dimetilbutil) -l-alfa-aspartil] - l-fenilalanina metil éster ou a produção de n- [n- (3,3-dimetilbutil) -l-alfa-aspartil] -l-fenilalanina metil éster e n,n-di(3,3-dimetilbutil) -apm, derivado de apm, e, adoçante

Info

Publication number
BR9814091A
BR9814091A BR9814091-4A BR9814091A BR9814091A BR 9814091 A BR9814091 A BR 9814091A BR 9814091 A BR9814091 A BR 9814091A BR 9814091 A BR9814091 A BR 9814091A
Authority
BR
Brazil
Prior art keywords
dimethylbutyl
methyl ester
apm
phenylalanine methyl
alpha
Prior art date
Application number
BR9814091-4A
Other languages
English (en)
Inventor
Yusuke Amino
Tadashi Takemoto
Original Assignee
Ajinomoto Kk
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Ajinomoto Kk filed Critical Ajinomoto Kk
Publication of BR9814091A publication Critical patent/BR9814091A/pt

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K5/00Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06Dipeptides
    • C07K5/06104Dipeptides with the first amino acid being acidic
    • C07K5/06113Asp- or Asn-amino acid
    • C07K5/06121Asp- or Asn-amino acid the second amino acid being aromatic or cycloaliphatic
    • C07K5/0613Aspartame
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K5/00Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06Dipeptides
    • C07K5/06104Dipeptides with the first amino acid being acidic
    • C07K5/06113Asp- or Asn-amino acid
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/30Artificial sweetening agents
    • A23L27/31Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives
    • A23L27/32Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives containing dipeptides or derivatives

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Genetics & Genomics (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Biophysics (AREA)
  • Biochemistry (AREA)
  • Nutrition Science (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Peptides Or Proteins (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

''PROCESSO PARA A SEPARAçãO E PURIFICAçãO DE N-[N-(3,3-DIMETILBUTIL)-L-ALFA-ASPARTIL]-L-FENILALANINA METIL éSTER, PROCESSO PARA A PRODUçãO DE N-[N-(3,3-DIMETILBUTIL)-L-ALFA-ASPARTIL]-L-FENILALANINA METIL éSTER OU A PRODUçãO DE N-[N-(3,3-DIMETILBUTIL)-L-ALFA-ASPARTIL]-L-FENILALANINA METIL éSTER E N,N-DI(3,3-DIMETILBUTIL)-APM, DERIVADO DE APM, E, ADOçANTE''. Na separação e purificação do N-[N-(3,3-dimetilbutil) -L-<244>-aspartil]-L-fenilalanina metil éster produzido na alquilação redutiva do aspartame (APM) com 3,3-dimetilbutilaldeído, sendo que o APM utilizado no material inicial para a alquilação, que é difícil de ser separado por meio de recristalização apenas dos cristais brutos do produto de reação, pode ser separado e removido por meio de extração ou solução do mesmo, com o solvente orgânico especificado, da solução de reação concentrada da alquilação redutiva e, adicionalmente, o N,N-di(3,3-dimetilbutil)-APM, como o subproduto, pode ser separado e removido por meio de separação e purificação, como a cristalização, cromatografia, extração, tratamento com carvão ativado, etc. Como um resultado, o N-[N-(3,3-dimetilbutil)-L-<244>-aspartil]-L-fenilalanina metil éster, que é um adoçante com um alto grau de edulcoramento, pode ser purificado eficientemente, e também o derivado de APM é possivelmente produzido industrialmente com um alto grau de pureza.
BR9814091-4A 1997-10-23 1998-10-21 Processo para a separação e purificação de n- [ n- (3,3-dimetilbutil) -l-alfa-aspartil] -l-fenilalanina metil éster, processo para a produção de n- [n- (3,3-dimetilbutil) -l-alfa-aspartil] - l-fenilalanina metil éster ou a produção de n- [n- (3,3-dimetilbutil) -l-alfa-aspartil] -l-fenilalanina metil éster e n,n-di(3,3-dimetilbutil) -apm, derivado de apm, e, adoçante BR9814091A (pt)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP9290216A JPH11130794A (ja) 1997-10-23 1997-10-23 アスパルテーム誘導体の精製方法
PCT/JP1998/004783 WO1999020648A1 (en) 1997-10-23 1998-10-21 Process for the purification of aspartame derivative

Publications (1)

Publication Number Publication Date
BR9814091A true BR9814091A (pt) 2000-10-03

Family

ID=17753266

Family Applications (1)

Application Number Title Priority Date Filing Date
BR9814091-4A BR9814091A (pt) 1997-10-23 1998-10-21 Processo para a separação e purificação de n- [ n- (3,3-dimetilbutil) -l-alfa-aspartil] -l-fenilalanina metil éster, processo para a produção de n- [n- (3,3-dimetilbutil) -l-alfa-aspartil] - l-fenilalanina metil éster ou a produção de n- [n- (3,3-dimetilbutil) -l-alfa-aspartil] -l-fenilalanina metil éster e n,n-di(3,3-dimetilbutil) -apm, derivado de apm, e, adoçante

Country Status (10)

Country Link
US (1) US6335461B1 (pt)
EP (1) EP1081158A1 (pt)
JP (1) JPH11130794A (pt)
KR (1) KR20010024551A (pt)
CN (1) CN1276795A (pt)
BR (1) BR9814091A (pt)
CA (1) CA2301688A1 (pt)
HU (1) HUP0004030A3 (pt)
SK (1) SK5612000A3 (pt)
WO (1) WO1999020648A1 (pt)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL1010063C2 (nl) * 1998-09-10 2000-03-13 Holland Sweetener Co Werkwijze voor de bereiding van neotaam.
US6914151B1 (en) 1998-10-30 2005-07-05 Ajinomoto Co., Inc. Crystallization processes for the formation of stable crystals of aspartame derivative
AU2158700A (en) * 1998-11-25 2000-06-19 Nutrasweet Company, The Process for purification of N- (N-(3,3-dimethylbutyl) -l-alpha-aspartyl) -l-phenylalanine 1-methyl ester
WO2000052019A2 (en) * 1999-03-03 2000-09-08 The Nutrasweet Company Crystallization products of neotame and methods for producing same
JP2001097998A (ja) 1999-10-01 2001-04-10 Ajinomoto Co Inc アスパルチルジペプチドエステル誘導体及び甘味剤
AU4884101A (en) * 2000-05-10 2001-11-20 Ajinomoto Co., Inc. Process for producing aspartyl dipeptide ester derivatives
US6281380B1 (en) * 2000-05-18 2001-08-28 The Nutra Sweet Company Synthesis of N-(N-(3,3-dimethylbutyl)-L-α-aspartyl)L-phenylalanine1-methyl ester by reductive alkylation and crystallization/ isolation in aqueous methanol
US8962698B2 (en) 2011-01-28 2015-02-24 Tate & Lyle Ingredients Americas Llc Rebaudioside-mogroside V blends
PL3395184T3 (pl) 2011-01-28 2025-11-17 Tate & Lyle Solutions Usa Llc Mieszanki stewii zawierające rebaudiozyd B
GB201217700D0 (en) 2012-08-01 2012-11-14 Tate & Lyle Ingredients Sweetener compositions containing rebaudioside B

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4017472A (en) * 1973-03-05 1977-04-12 G. D. Searle & Co. Process for isolation of aspartyl dipeptide esters
US3901871A (en) * 1973-09-21 1975-08-26 American Cyanamid Co Process of preparing ' -l-aspartyl-l-phenylalanine methyl ester
US4440667A (en) * 1982-07-02 1984-04-03 Exxon Research And Engineering Co. Catalyst regeneration in a catalytic reforming process
US5055588A (en) * 1988-07-06 1991-10-08 Daicel Chemical Industries Ltd. Process for preparing N-substituted amino acid esters
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.
US5286415A (en) 1992-12-28 1994-02-15 Advanced Products, Inc. Water-based polymer thick film conductive ink
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
JP3651162B2 (ja) 1997-03-10 2005-05-25 味の素株式会社 甘味料組成物
JP3651161B2 (ja) * 1997-03-10 2005-05-25 味の素株式会社 改善された呈味を有する甘味料組成物
JPH10259194A (ja) 1997-03-18 1998-09-29 Ajinomoto Co Inc 新規ジペプチド誘導体及び甘味剤

Also Published As

Publication number Publication date
JPH11130794A (ja) 1999-05-18
WO1999020648A1 (en) 1999-04-29
CN1276795A (zh) 2000-12-13
US6335461B1 (en) 2002-01-01
HUP0004030A3 (en) 2001-04-28
CA2301688A1 (en) 1999-04-29
SK5612000A3 (en) 2000-10-09
HUP0004030A2 (en) 2001-03-28
KR20010024551A (ko) 2001-03-26
EP1081158A1 (en) 2001-03-07

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Legal Events

Date Code Title Description
B08F Application dismissed because of non-payment of annual fees [chapter 8.6 patent gazette]

Free format text: REFERENTE A 6A,7A,8A E 9A ANUIDADES.

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 8.6 PUBLICADO NA RPI 1910 DE 14/08/2007.

B15K Others concerning applications: alteration of classification

Free format text: PROCEDIMENTO AUTOMATICO DE RECLASSIFICACAO. AS CLASSIFICACOES IPC ANTERIORES ERAM: C07K 5/075; C07K 1/14; C07K 1/16; A23L 1/236.

Ipc: C07K 5/072 (2006.01), A23L 27/30 (2016.01)

Ipc: C07K 5/072 (2006.01), A23L 27/30 (2016.01)