BG64562B1 - Метод за получаване и пречистване на n- алкилирано аспарагиново производно - Google Patents

Метод за получаване и пречистване на n- алкилирано аспарагиново производно Download PDF

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Publication number
BG64562B1
BG64562B1 BG103694A BG10369499A BG64562B1 BG 64562 B1 BG64562 B1 BG 64562B1 BG 103694 A BG103694 A BG 103694A BG 10369499 A BG10369499 A BG 10369499A BG 64562 B1 BG64562 B1 BG 64562B1
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BG
Bulgaria
Prior art keywords
solution
aqueous
methanol
organic solvent
organic
Prior art date
Application number
BG103694A
Other languages
Bulgarian (bg)
English (en)
Other versions
BG103694A (en
Inventor
Indra Prakash
Original Assignee
The Nutrasweet Company
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 The Nutrasweet Company filed Critical The Nutrasweet Company
Publication of BG103694A publication Critical patent/BG103694A/xx
Publication of BG64562B1 publication Critical patent/BG64562B1/bg

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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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Biophysics (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Peptides Or Proteins (AREA)
  • Seasonings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Enzymes And Modification Thereof (AREA)
  • Arrangements For Transmission Of Measured Signals (AREA)
BG103694A 1997-01-29 1999-08-27 Метод за получаване и пречистване на n- алкилирано аспарагиново производно BG64562B1 (bg)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US08/790,113 US5728862A (en) 1997-01-29 1997-01-29 Method for preparing and purifying an N-alkylated aspartame derivative

Publications (2)

Publication Number Publication Date
BG103694A BG103694A (en) 2000-07-31
BG64562B1 true BG64562B1 (bg) 2005-07-29

Family

ID=25149681

Family Applications (1)

Application Number Title Priority Date Filing Date
BG103694A BG64562B1 (bg) 1997-01-29 1999-08-27 Метод за получаване и пречистване на n- алкилирано аспарагиново производно

Country Status (29)

Country Link
US (1) US5728862A (pt)
EP (1) EP0973796B1 (pt)
CN (1) CN1136227C (pt)
AR (1) AR011782A1 (pt)
AT (1) ATE313555T1 (pt)
AU (1) AU723479B2 (pt)
BG (1) BG64562B1 (pt)
BR (1) BR9807020B1 (pt)
CA (1) CA2278608C (pt)
CO (1) CO5040054A1 (pt)
CZ (1) CZ296888B6 (pt)
DE (1) DE69832870T2 (pt)
DK (1) DK0973796T3 (pt)
EA (1) EA001948B1 (pt)
EE (1) EE03928B1 (pt)
ES (1) ES2251765T3 (pt)
HU (1) HU228676B1 (pt)
ID (1) ID22966A (pt)
IL (1) IL131140A0 (pt)
NO (1) NO326212B1 (pt)
NZ (1) NZ336893A (pt)
PE (1) PE71999A1 (pt)
PL (1) PL191750B1 (pt)
SK (1) SK285451B6 (pt)
TR (1) TR199901811T2 (pt)
TW (1) TW432074B (pt)
UA (1) UA57605C2 (pt)
UY (1) UY24864A1 (pt)
WO (1) WO1998032767A1 (pt)

Families Citing this family (45)

* Cited by examiner, † Cited by third party
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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
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
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
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
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
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
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
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
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.
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
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
WO2000026234A1 (fr) 1998-10-30 2000-05-11 Ajinomoto Co., Inc. Procede de cristallisation pour la formation de cristaux stables de derive d'aspartame
US6844465B2 (en) * 1998-10-30 2005-01-18 Ajinomoto Co., Inc. Method for preparing highly stable crystals of aspartame derivative
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
AU1628700A (en) 1998-11-20 2000-06-13 Nutrasweet Company, The Amorphous N-(N-(3,3-dimethylbutyl)-l-alpha-aspartyl)-l-phenylalanine 1-methyl ester
AU1832500A (en) 1998-11-25 2000-06-19 Nutrasweet Company, The Purification of N-(N-(3,3-dimethylbutyl)-l-alpha-aspartyl)-l-phenylalanine 1-methyl ester via crystallization
WO2000036933A1 (en) * 1998-12-18 2000-06-29 The Nutrasweet Company USE OF N-NEOHEXYL-α-ASPARTYL-L-PHENYLALANINE METHYL ESTER AS A FLAVOR MODIFIER
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
WO2000052019A2 (en) * 1999-03-03 2000-09-08 The Nutrasweet Company Crystallization products of neotame and methods for producing same
AU4028300A (en) 1999-03-26 2000-10-16 Nutrasweet Company, The Particles of n-(n-(3,3-dimethylbutyl)-l-alpha-aspartyl)-l-phenylalanine 1-methylester
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
CN1253423C (zh) * 1999-10-07 2006-04-26 味之素株式会社 天冬氨酰基缩二氨酸酯衍生物的制备方法、及其新型制备中间体及该中间体的制备方法
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
WO2001027142A1 (fr) * 1999-10-08 2001-04-19 Ajinomoto Co., Inc. Procede de production d'un derive d'aspartame, cristaux de ce derive, production de nouveaux intermediaires associes et procede de production de l'intermediaire
US6627431B1 (en) * 2000-05-12 2003-09-30 The Nutrasweet Company Chemoenzymatic synthesis of neotame
WO2001087927A2 (en) 2000-05-18 2001-11-22 The Nutrasweet Company gYNTHESIS OF N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER USING L-α-ASPARTYL-L-PHENYLALANINE 1-METHYL ESTER PRECURSORS
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
DE60108745T2 (de) * 2000-05-19 2005-07-07 The Nutrasweet Co., Chicago Herstellung von N-[N-(3,3-Dimethylbutyl)-L-α-aspartyl]-L-phenylalanin-1-methylester mittels Oxazolidinonderivate
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
US6225493B1 (en) * 2000-08-21 2001-05-01 The Nutrasweet Company Metal ion assisted N-[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine 1-methyl ester isomer resolution
AU2001297682A1 (en) * 2000-11-06 2002-09-04 The Nutrasweet Company Catalyst modification to enhance neotame production
US6720446B2 (en) * 2001-11-05 2004-04-13 The Nutrasweet Company Catalyst modification to enhance neotame production
US6782048B2 (en) * 2002-06-21 2004-08-24 Pulse-Link, Inc. Ultra-wideband communication through a wired network
KR101108256B1 (ko) * 2003-05-06 2012-01-31 뉴트라스위트 프라퍼티 홀딩스 인코포레이티드 3,3-디메틸부티르알데히드 전구체를 이용한N-[N-(3,3-디메틸부틸)-L-α-아스파르틸]-L-페닐알라닌1-메틸 에스테르의 합성
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
CN101270092B (zh) * 2008-04-30 2010-12-08 厦门大学 一种合成纽甜的方法
FR3102041A1 (fr) 2019-10-22 2021-04-23 Aroma Sens Edulcorant pour liquides de cigarette électronique

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5480668A (en) * 1992-11-12 1996-01-02 Nofre; Claude N-substituted derivatives of aspartame useful as sweetening agents
US5510508A (en) * 1994-05-09 1996-04-23 Claude; Nofre Method of preparing a compound derived from aspartame, useful as a sweetening agent

Family Cites Families (4)

* Cited by examiner, † Cited by third party
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JPS59227849A (ja) * 1983-06-08 1984-12-21 Ajinomoto Co Inc L―α―アスパルチル―L―フェニルアラニンメチルエステル束状晶の晶析分離法
US5480688A (en) * 1994-06-13 1996-01-02 The Auld Company Shaped flexible decorative articles and method for making same
US5510805A (en) * 1994-08-08 1996-04-23 Prime View International Co. Scanning circuit
DE69525839T2 (de) * 1995-06-30 2002-10-31 Holland Sweetener Co Kristallisierung von alpha-L-aspartyl-L-phenylalaninmethylester aus wässerigen Lösungen

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5480668A (en) * 1992-11-12 1996-01-02 Nofre; Claude N-substituted derivatives of aspartame useful as sweetening agents
US5510508A (en) * 1994-05-09 1996-04-23 Claude; Nofre Method of preparing a compound derived from aspartame, useful as a sweetening agent

Also Published As

Publication number Publication date
ATE313555T1 (de) 2006-01-15
EA199900690A1 (ru) 2000-04-24
CZ261299A3 (cs) 2000-06-14
US5728862A (en) 1998-03-17
CZ296888B6 (cs) 2006-07-12
EA001948B1 (ru) 2001-10-22
HU228676B1 (en) 2013-05-28
PL334882A1 (en) 2000-03-27
NZ336893A (en) 2001-04-27
ID22966A (id) 1999-12-23
AR011782A1 (es) 2000-09-13
SK285451B6 (sk) 2007-01-04
PE71999A1 (es) 1999-08-19
TW432074B (en) 2001-05-01
NO993676L (no) 1999-09-28
NO993676D0 (no) 1999-07-28
CO5040054A1 (es) 2001-05-29
DK0973796T3 (da) 2006-04-18
BG103694A (en) 2000-07-31
UY24864A1 (es) 1998-02-10
TR199901811T2 (xx) 1999-12-21
EP0973796B1 (en) 2005-12-21
IL131140A0 (en) 2001-01-28
CA2278608C (en) 2002-03-12
UA57605C2 (uk) 2003-06-16
AU6137598A (en) 1998-08-18
AU723479B2 (en) 2000-08-24
HUP0001453A2 (hu) 2000-08-28
BR9807020A (pt) 2000-03-14
WO1998032767A1 (en) 1998-07-30
HUP0001453A3 (en) 2002-02-28
PL191750B1 (pl) 2006-06-30
CA2278608A1 (en) 1998-07-30
EE9900329A (et) 2000-02-15
SK101099A3 (en) 2000-06-12
ES2251765T3 (es) 2006-05-01
DE69832870D1 (de) 2006-01-26
DE69832870T2 (de) 2006-08-10
BR9807020B1 (pt) 2011-04-19
CN1136227C (zh) 2004-01-28
EP0973796A1 (en) 2000-01-26
CN1251107A (zh) 2000-04-19
EE03928B1 (et) 2002-12-16
NO326212B1 (no) 2008-10-20

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