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PE25195A1 - SYNTHESIS OF L-ASPARTIL-D-AMINOALCANOIL- (S) -O-ALKYLBENCIL AMIDE USED AS ARTIFICIAL SWEETENER - Google Patents

SYNTHESIS OF L-ASPARTIL-D-AMINOALCANOIL- (S) -O-ALKYLBENCIL AMIDE USED AS ARTIFICIAL SWEETENER

Info

Publication number
PE25195A1
PE25195A1 PE1994257675A PE25767594A PE25195A1 PE 25195 A1 PE25195 A1 PE 25195A1 PE 1994257675 A PE1994257675 A PE 1994257675A PE 25767594 A PE25767594 A PE 25767594A PE 25195 A1 PE25195 A1 PE 25195A1
Authority
PE
Peru
Prior art keywords
aminoalcanoil
alkylbencil
aspartil
synthesis
artificial sweetener
Prior art date
Application number
PE1994257675A
Other languages
Spanish (es)
Inventor
G Sweeny James
L D Angelo Lihong
A King Ii George
Original Assignee
Coca Cola Co
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 Coca Cola Co filed Critical Coca Cola Co
Publication of PE25195A1 publication Critical patent/PE25195A1/en

Links

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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C237/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C237/06—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D263/18—Oxygen atoms
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Peptides Or Proteins (AREA)
  • Seasonings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

SE REFIERE AL COMPUESTO D-AMINO ACIDO-(S)-O-ALQUILBENCILAMIDA DE FORMULA I, DONDE: 1) X ES H, CH2CH2-ARILO, CHO, COO-TERTBUTILO; 2) R" ES UN ALQUILO C1-C4, ARILO; 3) R` ES UN ALQUILO C1-C4, ARILO; EL CUAL ES UN INTERMEDIO QUE PUEDE REACCIONAR POR DOS VIAS: 1) VIA DIPEPTIDO INTERMEDIO, 2) VIA AMINA INTERMEDIA; EN AMBOS CASOS SEGUIDAS DICHAS VIAS POR DESPROTECCION DE LOS GRUPOS FUNCIONALES, PRODUCIENDOSE EL ENDULZANTEREFERS TO D-AMINO ACID- (S) -O-ALKYLBENCILAMIDE COMPOUND OF FORMULA I, WHERE: 1) X IS H, CH2CH2-ARYL, CHO, COO-TERTBUTYL; 2) R "IS A C1-C4 ALKYL, ARYL; 3) R` IS A C1-C4 ALKYL, ARYL; WHICH IS AN INTERMEDIATE THAT CAN REACT IN TWO WAYS: 1) INTERMEDIATE VIA AMINA; IN BOTH CASES FOLLOWED, THESE WAYS FOR DEPROTECTION OF THE FUNCTIONAL GROUPS, PRODUCING THE SWEETENER

PE1994257675A 1993-12-22 1994-12-22 SYNTHESIS OF L-ASPARTIL-D-AMINOALCANOIL- (S) -O-ALKYLBENCIL AMIDE USED AS ARTIFICIAL SWEETENER PE25195A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US17199693A 1993-12-22 1993-12-22

Publications (1)

Publication Number Publication Date
PE25195A1 true PE25195A1 (en) 1995-09-29

Family

ID=22625935

Family Applications (1)

Application Number Title Priority Date Filing Date
PE1994257675A PE25195A1 (en) 1993-12-22 1994-12-22 SYNTHESIS OF L-ASPARTIL-D-AMINOALCANOIL- (S) -O-ALKYLBENCIL AMIDE USED AS ARTIFICIAL SWEETENER

Country Status (12)

Country Link
EP (1) EP0736037A1 (en)
JP (1) JPH09507076A (en)
KR (1) KR970700201A (en)
AU (1) AU1442995A (en)
CA (1) CA2179376A1 (en)
FI (1) FI962592A7 (en)
IL (1) IL111990A0 (en)
NO (1) NO962620L (en)
PE (1) PE25195A1 (en)
TW (1) TW282450B (en)
WO (1) WO1995017418A2 (en)
ZA (1) ZA9410199B (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996030381A1 (en) * 1995-03-28 1996-10-03 Novo Nordisk A/S Immunosuppressive agents
FR2744454B1 (en) * 1996-02-07 1998-04-24 Nofre Claude N- (3,3-DIMETHYLBUTYL) -L-ASPARTYL-D-ALPHA- AMINOALKANOIC ACID N- (S) -1-PHENYL-1-ALCANAMIDE USEFUL AS A SWEETENING AGENT
GB0518667D0 (en) 2005-09-13 2005-10-19 Univ Reading The Method
US8044173B2 (en) 2005-09-13 2011-10-25 University Of Reading Asymmetric synthesis of peptides
US9101160B2 (en) 2005-11-23 2015-08-11 The Coca-Cola Company Condiments with high-potency sweetener
US8017168B2 (en) 2006-11-02 2011-09-13 The Coca-Cola Company High-potency sweetener composition with rubisco protein, rubiscolin, rubiscolin derivatives, ace inhibitory peptides, and combinations thereof, and compositions sweetened therewith

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4411925A (en) * 1980-01-21 1983-10-25 Pfizer Inc. Branched amides of L-aspartyl-d-amino acid dipeptides
US4730076A (en) * 1985-12-18 1988-03-08 Nippon Kayaku Kabushiki Kaisha Process for producing α-aspartyl-phenylalanine ester
AT394854B (en) * 1986-06-12 1992-07-10 Biochemie Gmbh Process for the preparation of N-L-alpha-aspartyl-L- phenylalanine (lower) alkyl esters
DE59009485D1 (en) * 1989-01-26 1995-09-14 Bayer Ag Optically active (meth) acrylic acid derivatives, their preparation, their polymerization into optically active polymers and their use.
US5286509A (en) * 1992-06-22 1994-02-15 The Coca-Cola Company L-aspartyl-D-α-aminoalkanoyl-(S)-N-alpha-alkylbenzyl amides useful as artificial sweeteners

Also Published As

Publication number Publication date
EP0736037A1 (en) 1996-10-09
FI962592A0 (en) 1996-06-20
JPH09507076A (en) 1997-07-15
FI962592L (en) 1996-06-20
WO1995017418A2 (en) 1995-06-29
AU1442995A (en) 1995-07-10
WO1995017418A3 (en) 1995-10-19
CA2179376A1 (en) 1995-06-29
TW282450B (en) 1996-08-01
FI962592A7 (en) 1996-06-20
ZA9410199B (en) 1995-09-04
NO962620D0 (en) 1996-06-20
IL111990A0 (en) 1995-03-15
NO962620L (en) 1996-08-19
KR970700201A (en) 1997-01-08

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Legal Events

Date Code Title Description
FA Abandonment or withdrawal