MD1175G2 - Procedeu de obţinere a unui compus derivat al aspartamei util ca agent edulcorant - Google Patents

Procedeu de obţinere a unui compus derivat al aspartamei util ca agent edulcorant Download PDF

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Publication number
MD1175G2
MD1175G2 MD96-0387A MD960387A MD1175G2 MD 1175 G2 MD1175 G2 MD 1175G2 MD 960387 A MD960387 A MD 960387A MD 1175 G2 MD1175 G2 MD 1175G2
Authority
MD
Moldova
Prior art keywords
sweetener
aspartame
preparation
methodfor
compound useful
Prior art date
Application number
MD96-0387A
Other languages
English (en)
Russian (ru)
Other versions
MD1175F1 (ro
Inventor
Claude Nofre
Jean-Marie Tinti
Original Assignee
Claude Nofre
Jean-Marie Tinti
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 Claude Nofre, Jean-Marie Tinti filed Critical Claude Nofre
Publication of MD1175F1 publication Critical patent/MD1175F1/ro
Publication of MD1175G2 publication Critical patent/MD1175G2/ro

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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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Genetics & Genomics (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Peptides Or Proteins (AREA)
  • Seasonings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Medicinal Preparation (AREA)

Abstract

Procedeu de obţinere a N-[N-(3,3-dimetilbutil)-L -alfa-aspartil]-L-fenilalanin 1-metil esterului cu formula:util ca agent edulcorant, caracterizat prin aceea că se tratează o soluţie hidroalcoolică cu pH-ul 4,5…5,0 de aspartam şi de 3,3-dimetilbutiraldegidă, la temperatura camerei, cu hidrogen la o presiune inferioară sau egală cu 0,1 MPa, în prezenţa unui catalizator ales din grupul cuprinzând platina sau paladiul pe carbon activat sau sub formă de negru de platină sau de paladiu. Compusul obţinut este purificat prin precipitare şi filtrare după eliminarea sub vid a părţii alcoolice a solventului.
MD96-0387A 1994-05-09 1995-05-05 Procedeu de obţinere a unui compus derivat al aspartamei util ca agent edulcorant MD1175G2 (ro)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR9405674A FR2719590B1 (fr) 1994-05-09 1994-05-09 Procédé perfectionné de préparation d'un composé dérivé de l'aspartame utile comme agent édulcorant.
PCT/FR1995/000589 WO1995030689A1 (fr) 1994-05-09 1995-05-05 Procede perfectionne de preparation d'un compose derive de l'aspartame utile comme agent edulcorant

Publications (2)

Publication Number Publication Date
MD1175F1 MD1175F1 (ro) 1999-03-31
MD1175G2 true MD1175G2 (ro) 2000-02-29

Family

ID=9463024

Family Applications (1)

Application Number Title Priority Date Filing Date
MD96-0387A MD1175G2 (ro) 1994-05-09 1995-05-05 Procedeu de obţinere a unui compus derivat al aspartamei util ca agent edulcorant

Country Status (29)

Country Link
US (1) US5510508A (ro)
EP (1) EP0759031B1 (ro)
JP (1) JP3303921B2 (ro)
KR (1) KR100304320B1 (ro)
CN (1) CN1114615C (ro)
AT (1) ATE169636T1 (ro)
AU (1) AU681523B2 (ro)
BG (1) BG62813B1 (ro)
BR (1) BR9507635A (ro)
CA (1) CA2187901C (ro)
CZ (1) CZ285612B6 (ro)
DE (1) DE69504059T2 (ro)
DK (1) DK0759031T3 (ro)
EE (1) EE03402B1 (ro)
ES (1) ES2122610T3 (ro)
FI (1) FI114313B (ro)
FR (1) FR2719590B1 (ro)
GE (1) GEP19991647B (ro)
HU (1) HU219829B (ro)
MD (1) MD1175G2 (ro)
NO (1) NO313832B1 (ro)
NZ (1) NZ285777A (ro)
OA (1) OA10334A (ro)
PL (1) PL180471B1 (ro)
RO (1) RO115732B1 (ro)
RU (1) RU2138510C1 (ro)
SK (1) SK280376B6 (ro)
UA (1) UA41403C2 (ro)
WO (1) WO1995030689A1 (ro)

Families Citing this family (62)

* Cited by examiner, † Cited by third party
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FR2719591B1 (fr) * 1994-05-09 1996-07-26 Claude Nofre Nouveau composé utile comme agent édulcorant, son procédé de préparation.
FR2744454B1 (fr) * 1996-02-07 1998-04-24 Nofre Claude Acide n-(3,3-dimethylbutyl)-l-aspartyl-d-alpha- aminoalcanoique n-(s)-1-phenyl-1-alcanamide utile comme agent edulcorant
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US5770775A (en) * 1997-02-10 1998-06-23 The Nutrasweet Company Method for preparing 3,3-dimethylbutyraldehyde
US5973209A (en) * 1997-07-11 1999-10-26 The Nutrasweet Company Method for preparing 3, 3-dimethybutyraldehyde
US6291004B1 (en) 1997-09-11 2001-09-18 The Nutrasweet Company Basic salts of n-[n-(3,3-dimethylbutyl)-l-α-aspartyl]-l-phenylalanine 1-methyl ester
US6180156B1 (en) 1997-09-11 2001-01-30 The Nutrasweet Company Acid salts of N-[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine 1-methyl ester
US6146680A (en) * 1997-09-11 2000-11-14 The Nutrasweet Company Metal complexes of N-[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine 1-methyl ester
US6129942A (en) * 1997-09-11 2000-10-10 The Nutrasweet Company Sweetener salts of N-[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine 1-methyl ester
JPH1180108A (ja) * 1997-09-12 1999-03-26 Ajinomoto Co Inc 甘味料の精製法
JPH11130794A (ja) * 1997-10-23 1999-05-18 Ajinomoto Co Inc アスパルテーム誘導体の精製方法
JPH11171895A (ja) 1997-12-11 1999-06-29 Ajinomoto Co Inc アスパルテームとアスパルテーム誘導体の分離精製方法
JPH11169133A (ja) * 1997-12-15 1999-06-29 Ajinomoto Co Inc アスパルテーム及びアスパルテーム誘導体を含有する甘味料組成物
JPH11169132A (ja) * 1997-12-15 1999-06-29 Ajinomoto Co Inc アスパルテームとアスパルテーム誘導体の混晶及びその製造方法
CO5040056A1 (es) * 1997-12-17 2001-05-29 Nutrasweet Co Composiciones edulcorantes de mesa que comprenden edulcorant e de potencia extremadamente alta
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JPH11322788A (ja) * 1998-05-08 1999-11-24 Ajinomoto Co Inc 新規アスパルテーム誘導体結晶及びその製造方法
JP3643922B2 (ja) * 1998-05-08 2005-04-27 味の素株式会社 甘味料組成物
JP3643921B2 (ja) * 1998-05-08 2005-04-27 味の素株式会社 新規甘味料組成物
US5905175A (en) * 1998-05-20 1999-05-18 The Nutrasweet Company Synthesis and purification of 3,3-dimethylbutyraldehyde via oxidation of 1-chloro-3,3-dimethylbutane with dimethyl sulfoxide
US6692778B2 (en) * 1998-06-05 2004-02-17 Wm. Wrigley Jr. Company Method of controlling release of N-substituted derivatives of aspartame in chewing gum
BR9815887A (pt) * 1998-06-05 2001-10-23 Wrigley W M Jun Co Método de controle de liberação de derivados de aspartame n-substituìdos em goma de mascar e goma assim produzida
KR100631306B1 (ko) * 1998-06-26 2006-10-09 아지노모토 가부시키가이샤 아스파르틸 디펩타이드 에스테르 유도체 및 이를 함유하는 감미제
US5977415A (en) * 1998-08-20 1999-11-02 The Nutrasweet Company Preparation of 3, 3-dimethylbutyraldehyde from a tert-butyl cation precursor, vinyl chloride and an acidic catalyst
NL1010063C2 (nl) * 1998-09-10 2000-03-13 Holland Sweetener Co Werkwijze voor de bereiding van neotaam.
US5994593A (en) * 1998-09-17 1999-11-30 The Nutrasweet Company Synthesis and purification of 3,3-dimethylbutyraldehyde via hydrolysis of 1,1-dichloro-3,3-dimethylbutane or 1-bromo-1-chloro-3,3-dimethylbutane
US6214402B1 (en) 1998-09-17 2001-04-10 The Nutrasweet Company Co-crystallization of sugar and n-[n-(3,3-dimethylbutyl)-l αaspartyl]-l-phenylalanine 1-methyl ester
US6844465B2 (en) 1998-10-30 2005-01-18 Ajinomoto Co., Inc. Method for preparing highly stable crystals of aspartame derivative
KR20010075420A (ko) * 1998-10-30 2001-08-09 에가시라 구니오 안정성이 우수한 아스파르탐 유도체 결정의 제조방법
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US6465677B1 (en) * 1998-11-19 2002-10-15 The Nutrasweet Company Method for the preparation of N-neohexyl-α-aspartyl-L-phenylalanine methyl ester from imidazolidin-4-one intermediates
US6331646B1 (en) * 1998-11-20 2001-12-18 The Nutrasweet Co. Amorphous N-[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine 1-methyl ester
US6423864B1 (en) 1998-11-25 2002-07-23 The Nutrasweet Company Purification of N-[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine 1-methyl ester via crystallization
WO2000036924A1 (en) * 1998-12-18 2000-06-29 The Nutrasweet Company N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER AS A SWEETENER IN CHEWING GUM
US6077962A (en) * 1998-12-24 2000-06-20 The Nutrasweet Company N-3, 3-dimethylbutyl-L-aspartic acid and esters thereof, the process of preparing the same, and the process for preparing N-(N-(3,3-dimethylbutyl) -α L-aspartyl)-L- phenylalanine 1-methyl ester therefrom
US6048999A (en) * 1999-01-25 2000-04-11 The Nutrasweet Company N-[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine 1-methyl ester synergistic sweetener blends
US6180157B1 (en) 1999-02-18 2001-01-30 The Nutrasweet Company Process for preparing an N-[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine 1-methyl ester agglomerate
US6365216B1 (en) 1999-03-26 2002-04-02 The Nutrasweet Company Particles of N-[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine 1-methyl ester
RU2145869C1 (ru) * 1999-04-30 2000-02-27 Орещенко Андрей Владимирович Способ антимутагенного воздействия на организм
US6726922B1 (en) 1999-06-28 2004-04-27 Minu, L.L.C. Process and composition for temporarily suppressing pain
US6573409B1 (en) * 1999-07-02 2003-06-03 The Nutrasweet Company Process for the preparation of 3,3-dimethylbutanal
WO2001009168A1 (en) 1999-07-28 2001-02-08 The Nutrasweet Company A METHOD FOR THE PURIFICATION OF N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER
US6506434B1 (en) 1999-08-06 2003-01-14 The Nutrasweet Company Process for coating N-[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine 1-methyl ester onto a carrier
AU6238800A (en) * 1999-08-11 2001-03-05 Nutrasweet Company, The Confectionery food products sweetened with n-[n-(3,3-dimethylbutyl)-1-alpha-aspartyl]-l-phenylalanine methyl ester
WO2001018034A1 (en) * 1999-09-07 2001-03-15 Ajinomoto Co., Inc. Process for producing aspartame derivative, method of purifying the same, crystals thereof and use of the same
KR20020038797A (ko) * 1999-10-08 2002-05-23 에가시라 구니오 아스파탐 유도체의 제조방법, 이의 결정, 이를 위한신규한 제조 중간체 및 당해 중간체의 제조방법
US6627431B1 (en) 2000-05-12 2003-09-30 The Nutrasweet Company Chemoenzymatic synthesis of neotame
DE60108739T2 (de) * 2000-05-18 2005-06-23 The Nutrasweet Co., Chicago Herstellung von n-[n-(3,3-dimethylbutyl)-l-alpha-aspartyl]-l-phenylalanin-1-methylester durch verwendung vom l-alpha-aspartyl-l-phenylalanin-1-methylester als vorläufer
EP1403276B1 (en) * 2000-05-18 2005-11-16 The NutraSweet Company Synthesis of N-[N-(3,3-dimethylbutyl)-L-alpha-aspartyl]-L-phenylalanine 1-methyl ester using L-alpha-aspartyl-L-phenylalanine 1-methyl ester precursors
ES2233647T3 (es) * 2000-05-19 2005-06-16 The Nutrasweet Company Sintesis de n- n-(3,3-dimetilbutil)-l-alfa- aspartil-l- fenilalanina 1-metil ester utilizando "nuevos derivados de laoxazolidinona".
US7326430B2 (en) * 2000-07-18 2008-02-05 The Nutrasweet Company Method of preparing liquid compositions for delivery of N-[N- (3,3-dimethylbutyl-L-α-aspartyl]-L-phenylalanine 1-methyl ester in food and beverage systems
EP1349829A4 (en) * 2000-11-06 2005-11-09 Nutrasweet Co Catalyst modification to enhance neotame production
CN101565449B (zh) * 2003-05-06 2012-05-30 纽特拉斯威特公司 N-[N-(3,3-二甲基丁基)-L-α-天冬氨酰基]-L-苯基丙氨酸1-甲酯
CA2558683A1 (en) * 2004-03-05 2005-09-22 Sunil Srivastava High-intensity sweetener-polyol compositions
US20060188629A1 (en) * 2005-01-21 2006-08-24 Greg Liesen Method for the purification of sucralose
TW200735790A (en) * 2005-12-02 2007-10-01 Coca Cola Co Reduced calorie frozen beverage
CN101270092B (zh) * 2008-04-30 2010-12-08 厦门大学 一种合成纽甜的方法
US20100125146A1 (en) * 2008-11-19 2010-05-20 Johnson Matthey Public Limited Company Method for making pharmaceutical compounds
CN105131081A (zh) * 2015-09-08 2015-12-09 南京工业大学 一种廉价高效的纽甜制备方法
FR3102041B1 (fr) 2019-10-22 2025-02-14 Aroma Sens Edulcorant pour liquides de cigarette électronique

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2533210A1 (fr) * 1982-09-17 1984-03-23 Lyon I Universite Claude Edulcorants de synthese
JPH07636B2 (ja) * 1984-12-17 1995-01-11 三井東圧化学株式会社 Ｎ−ホルミル−α−アスパルチルフエニルアラニンの製造法
FR2630304B1 (fr) * 1988-04-22 1990-08-31 Bernard Lyon I Universite Clau Derives n-hydrocarbones des acides aspartique et glutamique alpha-monoamides utiles comme agents edulcorants
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.

Also Published As

Publication number Publication date
WO1995030689A1 (fr) 1995-11-16
CZ285612B6 (cs) 1999-09-15
FI964106L (fi) 1996-10-14
NZ285777A (en) 1997-04-24
RU2138510C1 (ru) 1999-09-27
RO115732B1 (ro) 2000-05-30
ATE169636T1 (de) 1998-08-15
JPH09512809A (ja) 1997-12-22
PL317053A1 (en) 1997-03-03
BR9507635A (pt) 1997-09-23
EP0759031A1 (fr) 1997-02-26
FI114313B (fi) 2004-09-30
HUT75087A (en) 1997-04-28
FR2719590A1 (fr) 1995-11-10
NO964745D0 (no) 1996-11-08
EP0759031B1 (fr) 1998-08-12
GEP19991647B (en) 1999-06-14
FI964106A0 (fi) 1996-10-14
EE9600179A (et) 1997-06-16
UA41403C2 (uk) 2001-09-17
HK1012406A1 (en) 1999-07-30
NO964745L (no) 1996-11-08
MX9605244A (es) 1997-09-30
DE69504059T2 (de) 1999-02-25
CZ329996A3 (en) 1997-02-12
US5510508A (en) 1996-04-23
KR100304320B1 (ko) 2001-11-30
DK0759031T3 (da) 1999-05-17
JP3303921B2 (ja) 2002-07-22
CN1147817A (zh) 1997-04-16
PL180471B1 (pl) 2001-02-28
FR2719590B1 (fr) 1996-07-26
EE03402B1 (et) 2001-04-16
DE69504059D1 (de) 1998-09-17
SK280376B6 (sk) 1999-12-10
AU681523B2 (en) 1997-08-28
MD1175F1 (ro) 1999-03-31
CN1114615C (zh) 2003-07-16
NO313832B1 (no) 2002-12-09
HU9602990D0 (en) 1997-01-28
ES2122610T3 (es) 1998-12-16
AU2528595A (en) 1995-11-29
CA2187901A1 (en) 1995-11-16
CA2187901C (en) 2003-09-09
SK144996A3 (en) 1997-05-07
HU219829B (hu) 2001-08-28
BG100967A (en) 1998-01-30
BG62813B1 (bg) 2000-08-31
OA10334A (fr) 1997-10-07

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IF99 Valid patent on 19990615

Free format text: EXPIRES: 20150505

KA4A Patent for invention lapsed due to non-payment of fees (with right of restoration)