BE821825A - Procede de preparation d'esters alkyliques d'alpha-l-aspartyl-l-phenylalanine et nouveaux produits ainsi obtenus - Google Patents

Procede de preparation d'esters alkyliques d'alpha-l-aspartyl-l-phenylalanine et nouveaux produits ainsi obtenus

Info

Publication number
BE821825A
BE821825A BE150187A BE150187A BE821825A BE 821825 A BE821825 A BE 821825A BE 150187 A BE150187 A BE 150187A BE 150187 A BE150187 A BE 150187A BE 821825 A BE821825 A BE 821825A
Authority
BE
Belgium
Prior art keywords
aspartyl
phenylalanine
alpha
alkyl esters
new products
Prior art date
Application number
BE150187A
Other languages
English (en)
Inventor
G L Bachman
B D Vineyard
M L Oftedahl
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 filed Critical
Publication of BE821825A publication Critical patent/BE821825A/fr

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
    • 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
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S530/00—Chemistry: natural resins or derivatives; peptides or proteins; lignins or reaction products thereof
    • Y10S530/801—Peptide sweetners

Landscapes

  • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Seasonings (AREA)
BE150187A 1973-11-05 1974-11-04 Procede de preparation d'esters alkyliques d'alpha-l-aspartyl-l-phenylalanine et nouveaux produits ainsi obtenus BE821825A (fr)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US05/412,928 US3933781A (en) 1973-11-05 1973-11-05 Process for the preparation of α-L-aspartyl-L-phenylalanine alkyl esters

Publications (1)

Publication Number Publication Date
BE821825A true BE821825A (fr) 1975-05-05

Family

ID=23635037

Family Applications (1)

Application Number Title Priority Date Filing Date
BE150187A BE821825A (fr) 1973-11-05 1974-11-04 Procede de preparation d'esters alkyliques d'alpha-l-aspartyl-l-phenylalanine et nouveaux produits ainsi obtenus

Country Status (17)

Country Link
US (1) US3933781A (fr)
JP (1) JPS5526133B2 (fr)
BE (1) BE821825A (fr)
BR (1) BR7409198A (fr)
CA (1) CA1020159A (fr)
CH (1) CH605678A5 (fr)
DE (1) DE2452285C3 (fr)
DK (1) DK573674A (fr)
FR (1) FR2249872B1 (fr)
GB (2) GB1464139A (fr)
HU (1) HU170725B (fr)
IT (1) IT1025399B (fr)
NL (1) NL7414280A (fr)
NO (2) NO143940C (fr)
SE (2) SE7413807L (fr)
SU (1) SU544367A3 (fr)
ZA (1) ZA747077B (fr)

Families Citing this family (49)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5223001A (en) * 1975-08-14 1977-02-21 Ajinomoto Co Inc Process for elimination of formyl group
US4173562A (en) * 1976-12-27 1979-11-06 Monsanto Company Process for the preparation of α-L-aspartyl-L-phenylalanine methyl ester
MX4704E (es) * 1976-12-27 1982-08-04 Monsanto Co Procedimiento mejorado para la preparacion de ester metilico de alfa-l-aspartil-l-fenilalanina
JPS5535059A (en) * 1978-09-05 1980-03-11 Ajinomoto Co Inc Preparation of lower alkyl ester of alpha-l-aspartyl-l- phenylalanine
US4333872A (en) * 1980-05-27 1982-06-08 Chimicasa Gmbh Method of producing α-L-aspartyl-L-phenylalanine methylester
JPS57131746A (en) * 1981-02-10 1982-08-14 Ajinomoto Co Inc Removal of n-formyl group
IT1194795B (it) * 1981-05-13 1988-09-28 Pierrel Spa Procedimento per la eliminazione del gruppo n-formile da peptidi n-formilati e da esteri di peptidi n-formilati
JPS58185545A (ja) * 1982-04-22 1983-10-29 Ajinomoto Co Inc α−Ｌ−アスパルチル−Ｌ−フエニルアラニンメチルエステルまたはその塩酸塩の製法
IT1155060B (it) * 1982-09-02 1987-01-21 Sirac Srl Procedimento per la preparazione di esteri alchilici della alfa-l-aspartil-l-fenilalanina
JPS59219258A (ja) * 1983-05-28 1984-12-10 Ajinomoto Co Inc α−Ｌ−アスパルチル−Ｌ−フエニルアラニンメチルエステル又はその塩酸塩の製法
JPS59225152A (ja) * 1983-06-02 1984-12-18 Ajinomoto Co Inc α−Ｌ−アスパルチル−Ｌ−フエニルアラニンメチルエステル又はその塩酸塩の製法
US4480112A (en) * 1983-06-20 1984-10-30 G. D. Searle & Co. Method and intermediates for producing α-L-aspartyl-L-phenylalanine
US4440677A (en) * 1983-06-20 1984-04-03 G. D. Searle & Co. Method and intermediates for producing α-L-aspartyl-L-phenylalanine
GB8321802D0 (en) * 1983-08-12 1983-09-14 Erba Farmitalia Aspartame synthesis
JPS6075497A (ja) * 1983-09-30 1985-04-27 Ajinomoto Co Inc Ν−保護−α−Ｌ−アスパルチル−Ｌ−フェニルアラニンメチルエステルの製造法
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
ES8703487A1 (es) * 1984-12-27 1987-03-01 Mitsui Toatsu Chemicals Procedimiento para la preparacion de a-l-aspartil-l-fenila- lanina metil ester
JPH0680074B2 (ja) * 1985-07-01 1994-10-12 味の素株式会社 Ｎ―ホルミル―Ｌ―α―アスパルチル―Ｌ―フェニルアラニンの製法
AU561384B2 (en) * 1985-03-26 1987-05-07 Mitsui Toatsu Chemicals Inc. Preparation of -l-aspartyl-l-phenylalanine methyl ester or hydrochloride thereof
JPS6274296A (ja) * 1985-09-25 1987-04-06 Ajinomoto Co Inc α―Ｌ―アスパルチル―Ｌ―フェニルアラニンメチルエステルの製造方法
US4730076A (en) * 1985-12-18 1988-03-08 Nippon Kayaku Kabushiki Kaisha Process for producing α-aspartyl-phenylalanine ester
JPH0680075B2 (ja) * 1985-12-24 1994-10-12 味の素株式会社 Ｎ―ホルミル―α―Ｌ―アスパルチル―Ｌ―フェニルアラニンメチルエステルの製造法
DE3600731A1 (de) * 1986-01-13 1987-07-16 Green Cross Korea Verfahren zur herstellung von (alpha)-l-aspartyl-l-phenylalaninmethylester
JPS6344594A (ja) * 1986-08-11 1988-02-25 Ajinomoto Co Inc Ｎ−保護−α−Ｌ−アスパルチル−Ｌ−フエニルアラニンの分離方法
US5037741A (en) * 1986-08-18 1991-08-06 The Coca Cola Company Enzymatic method for the synthesis and separation of peptides
US5336601A (en) * 1986-08-18 1994-08-09 The Coca-Cola Company Enzymatic membrane method for the snythesis and separation of peptides
US5350681A (en) * 1986-08-18 1994-09-27 The Coca-Cola Company Enzymatic membrane method for the synthesis and separation of peptides
US5002871A (en) * 1986-08-18 1991-03-26 The Coca-Cola Company Enzymatic membrane method for the synthesis and separation of peptides
US5202235A (en) * 1986-08-18 1993-04-13 The Coca-Cola Company Enzymatic method for the synthesis and separation of peptides
JPH085912B2 (ja) * 1986-09-04 1996-01-24 味の素株式会社 Ｎ−ホルミルアスパルチル−フエニルアラニンまたはそのメチルエステルの製造方法
ES2042583T3 (es) * 1986-12-05 1993-12-16 Mitsui Toatsu Chemicals Preparacion de metil ester de alpha-l-aspartil-l-fenil-alanina o uno de sus hidrohaluros.
JPH0832719B2 (ja) * 1986-12-19 1996-03-29 三井東圧化学株式会社 吸湿性の小さいα−Ｌ−アスパルチル−Ｌ−フエニルアラニンメチルエステルの製造法
US4774027A (en) * 1987-11-13 1988-09-27 General Foods Corporation Process for the preparation of N-L-aminodicarboxylic acid esters and new compositions used in the preparation thereof
AU648291B2 (en) * 1988-02-12 1994-04-21 Nutrasweet Company, The A one-pot process for the preparation of alpha-L-aspartyl-L-phenylalanine methyl ester hydrochloride
US5053532A (en) * 1988-02-12 1991-10-01 The Nutra Sweet Company One-pot process for the preparation of α-L-aspartyl-L-phenylalanine methyl ester hydrochloride
JP2611047B2 (ja) * 1988-02-12 1997-05-21 ザ ヌトラスウィート カンパニー Ｎ―ホルミル―ｌ―アスパラギン酸無水物の製造方法
US5283357A (en) * 1988-03-14 1994-02-01 Mitsui Toatsu Chemicals, Incorporated Separation method of α-l-aspartyl-l-phenylalanine methyl ester
US4946988A (en) * 1988-07-14 1990-08-07 The Nutrasweet Company Process for the preparation of α-L-aspartyl-L-phenylalanine methyl ester hydrochloride by use of isolated N-formyl L-aspartic anhydride
US5017690A (en) * 1989-08-11 1991-05-21 W. R. Grace & Co.-Conn. Deblocking N-formyl aspartame compounds
US5183937A (en) * 1990-02-07 1993-02-02 The Nutrasweet Company Acetic acid recovery
EP0471833B1 (fr) * 1990-03-12 1995-06-14 The Nutrasweet Company Procede pour augmenter la proportion d'isomeres alpha par rapport aux isomeres beta dans une reaction de couplage de l'aspartame
JP2979761B2 (ja) * 1991-05-23 1999-11-15 味の素株式会社 α−Ｌ−アスパルチル−Ｌ−フェニルアラニンメチルエステル塩酸塩の製造法
JP3144430B2 (ja) * 1991-08-27 2001-03-12 味の素株式会社 有機溶媒の分離方法
IT1270852B (it) * 1992-08-27 1997-05-13 Miwon Co Ltd Procedimento per la produzione dell'estere metilico di alfa-l-aspartil-l-fenilalanina.
JP3591004B2 (ja) 1994-09-28 2004-11-17 味の素株式会社 Ｎ−ホルミル−ｌ−アスパラギン酸無水物の製造方法
US6627431B1 (en) 2000-05-12 2003-09-30 The Nutrasweet Company Chemoenzymatic synthesis of neotame
CN101270092B (zh) * 2008-04-30 2010-12-08 厦门大学 一种合成纽甜的方法
JP5928987B2 (ja) 2010-07-26 2016-06-01 味の素株式会社 ペプチドの製造方法
CN103130870B (zh) * 2011-11-30 2015-03-18 江苏维多股份有限公司 α-L-天冬氨酸-L-苯丙氨酸甲酯盐酸盐的制备方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3786039A (en) * 1969-04-30 1974-01-15 Ajinomoto Kk Method of producing alpha-l-aspartyl-l-phenylalanine lower alkyl esters
GB1309605A (en) * 1970-01-31 1973-03-14 Ajinomoto Kk Process for producing alpha-dipeptide esters of l-aspartic acid
JPS4935607B1 (fr) * 1970-08-21 1974-09-25 Takeda Chemical Industries Ltd
US3769333A (en) * 1972-08-07 1973-10-30 American Home Prod L-aspartic acid derivatives

Also Published As

Publication number Publication date
ZA747077B (en) 1975-11-26
NO145273C (no) 1982-02-17
AU7500274A (en) 1976-05-06
FR2249872B1 (fr) 1978-09-15
FR2249872A1 (fr) 1975-05-30
NO743957L (fr) 1975-06-02
GB1464139A (en) 1977-02-09
US3933781A (en) 1976-01-20
SE7710696L (sv) 1977-09-23
NL7414280A (nl) 1975-05-07
SU544367A3 (ru) 1977-01-25
DE2452285A1 (de) 1975-05-07
DK573674A (fr) 1975-07-07
CH605678A5 (fr) 1978-10-13
BR7409198A (pt) 1976-05-11
DE2452285C3 (de) 1980-08-21
NO143940B (no) 1981-02-02
NO803386L (no) 1975-05-06
HU170725B (fr) 1977-08-28
JPS5071642A (fr) 1975-06-13
CA1020159A (en) 1977-11-01
NO143940C (no) 1981-05-13
IT1025399B (it) 1978-08-10
DE2452285B2 (de) 1979-12-20
SE7413807L (fr) 1975-05-06
GB1464140A (en) 1977-02-09
NO145273B (no) 1981-11-09
JPS5526133B2 (fr) 1980-07-11

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Legal Events

Date Code Title Description
RE Patent lapsed

Owner name: MONSANTO CY

Effective date: 19841104