KR950017925A - Method for producing aspartame by catalytic reduction - Google Patents

Method for producing aspartame by catalytic reduction Download PDF

Info

Publication number
KR950017925A
KR950017925A KR1019930029871A KR930029871A KR950017925A KR 950017925 A KR950017925 A KR 950017925A KR 1019930029871 A KR1019930029871 A KR 1019930029871A KR 930029871 A KR930029871 A KR 930029871A KR 950017925 A KR950017925 A KR 950017925A
Authority
KR
South Korea
Prior art keywords
aspartyl
benzyloxycarbonyl
phenylalanine
methyl ester
reaction
Prior art date
Application number
KR1019930029871A
Other languages
Korean (ko)
Other versions
KR970002910B1 (en
Inventor
최경석
주대권
Original Assignee
유영학
주식회사 미 원
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 유영학, 주식회사 미 원 filed Critical 유영학
Priority to KR1019930029871A priority Critical patent/KR970002910B1/en
Publication of KR950017925A publication Critical patent/KR950017925A/en
Application granted granted Critical
Publication of KR970002910B1 publication Critical patent/KR970002910B1/en

Links

Classifications

    • 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
    • C07C237/20—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 containing six-membered aromatic rings
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/44—Palladium
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Peptides Or Proteins (AREA)

Abstract

본 발명은 N-벤질옥시카보닐-α-L-아스파틸-L-페닐알라닌 메틸에스테르로부터 N-벤질옥시카보닐를 제거하여 α-L-아스파틸-L-페닐알라닌 메틸에스테르를 제조하는 방법을 제공한다.The present invention provides a method for preparing α-L-aspartyl-L-phenylalanine methylester by removing N-benzyloxycarbonyl from N-benzyloxycarbonyl-α-L-aspartyl-L-phenylalanine methylester. .

본 발명은 방법의 N-벤질옥시카보닐-α-L-아스파틸-L-페닐알라닌 메릴에스테르를 물과 메탄올의 혼합용매에 용해하고, 45% 수산화나트륨을 이용하여 용액의 pH를 5.5-6.5를 조절한 후 수소가스 존재하에서 N-벤질옥시카보닐-α-L-아스파틸-L-페닐알라닌 메틸에스테르 대비 5%(w/w)함량의 팔라듐 촉매의 존재하에 55-65℃의 반응온도, 35-60psi의 반응압력에서 초산을 이용하여 pH를 5.4-4.4로 조절하면서 반응을 수행함을 특징으로 한다.In the present invention, N-benzyloxycarbonyl-α-L-aspartyl-L-phenylalanine meryl ester of the method is dissolved in a mixed solvent of water and methanol, and the pH of the solution is adjusted to 5.5-6.5 using 45% sodium hydroxide. Reaction temperature of 55-65 ° C. in the presence of 5% (w / w) palladium catalyst compared to N-benzyloxycarbonyl-α-L-aspartyl-L-phenylalanine methylester in the presence of hydrogen gas after adjustment, 35 The reaction is performed by adjusting the pH to 5.4-4.4 using acetic acid at a reaction pressure of -60 psi.

상기와 같은 본 발명의 방법은, 간단한 방법으로 거의 정량적으로 α-L-아스파틸-L-페닐알라닌 메틸에스테로를 제조할 수 있으며, 촉매를 재사용할 수 있기 때문에 매우 경제적인 방법이다.The method of the present invention as described above is a very economical method because it is possible to prepare α-L-aspartyl-L-phenylalanine methylester almost quantitatively by a simple method, and the catalyst can be reused.

Description

촉매환원 방법에 의한 아스파탐의 제조방법Method for producing aspartame by catalytic reduction

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (1)

N-벤질옥시카보닐-α-L-아스파틸-L-페닐알라닌 메틸에스테르로부터 N-벤질옥시카보닐를 제거하여 α-L-아스파틸-L-페닐알라닌 메틸에스테르를 제조하는 방법에 있어서, N-벤질옥시카보닐-α-L-아스파틸-L-페닐알라닌 메틸에스테르를 물과 메탄올의 혼합용매에 용해하고, 45% 수산화나트륨을 이용하여 용액의 pH를 5.5-6.5로 조절한 후, 수소가스 존재하에서 N-벤질옥시카보닐- α-L-아스파틸-L-페닐알라닌 메틸에스테르 대비 5%(w/w) 함량의 팔라듐 촉매의 존재하에 55-65℃의 반응온도, 35-60psi의 반응압력에서 초산을 이용하여 pH를 5.4-4.4로 조절하면서 반응을 수행함을 특징으로 하는 α-L-아스파틸-L-페닐알라닌 메틸에스데르의 제조방법.N-benzyloxycarbonyl-α-L-aspartyl-L-phenylalanine methyl ester in which N-benzyloxycarbonyl is removed to prepare α-L-aspartyl-L-phenylalanine methyl ester. Oxycarbonyl-α-L-aspartyl-L-phenylalanine methyl ester is dissolved in a mixed solvent of water and methanol, and the pH of the solution is adjusted to 5.5-6.5 using 45% sodium hydroxide, and then in the presence of hydrogen gas. Acetic acid at a reaction temperature of 55-65 ° C. and a reaction pressure of 35-60 psi in the presence of a 5% (w / w) palladium catalyst compared to N-benzyloxycarbonyl-α-L-aspartyl-L-phenylalanine methylester Process for preparing α-L-aspartyl-L-phenylalanine methyl ester, characterized in that the reaction is carried out by adjusting the pH to 5.4-4.4 using. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019930029871A 1993-12-27 1993-12-27 Preparation process of aspartame by reduction using paladium catalyst KR970002910B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1019930029871A KR970002910B1 (en) 1993-12-27 1993-12-27 Preparation process of aspartame by reduction using paladium catalyst

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
KR1019930029871A KR970002910B1 (en) 1993-12-27 1993-12-27 Preparation process of aspartame by reduction using paladium catalyst

Publications (2)

Publication Number Publication Date
KR950017925A true KR950017925A (en) 1995-07-22
KR970002910B1 KR970002910B1 (en) 1997-03-12

Family

ID=19372868

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019930029871A KR970002910B1 (en) 1993-12-27 1993-12-27 Preparation process of aspartame by reduction using paladium catalyst

Country Status (1)

Country Link
KR (1) KR970002910B1 (en)

Also Published As

Publication number Publication date
KR970002910B1 (en) 1997-03-12

Similar Documents

Publication Publication Date Title
BR9507635A (en) Improved process for preparing a compound derived from aspartame used as a sweetening agent
UY24864A1 (en) METHOD FOR PREPARING AND PURIFYING AN N-ALCOHYLATED DERIVATIVE OF ASPARTAMUS
MY158855A (en) Method and device for producing formic acid formates and use of said formates
KR100655104B1 (en) Method for producing ?-phenylephrine hydrochloride
EP0187130A3 (en) Process for producing n-substituted alpha-amino acids
EP1156033A4 (en) Process for producing acidic n-(long-chain acyl)amino acid
AU5041490A (en) Method for removal of ammonia from a gas mixture
DK0785986T3 (en) Process for producing hydrophobic products and suitable device for this purpose
KR950017925A (en) Method for producing aspartame by catalytic reduction
JP2003252896A (en) Method of synthesis for cyclic peptide utilizing high- temperature and high-pressure water
US5530160A (en) Process for the preparation of L-aspartic acid from ammonium aspartate
DE69513673T2 (en) METHOD FOR PRODUCING CYCLOPROPANIC CARBONIC ACID AND ITS DERIVATIVES
ZA200206302B (en) A process for removing hydrogenation catalyst residue from hydrogenated polymers.
GB1573083A (en) Process for the resolution of racemic alpha aminonitriles
FR2719591B1 (en) New compound useful as a sweetening agent, its preparation process.
KR950017937A (en) Method for preparing aspartame using a palladium catalyst
JP3716376B2 (en) Optical resolving agent and method for producing optically active 3-aminopyrrolidine derivative using the same
KR950017936A (en) Method for preparing aspartame using a palladium catalyst
KR850000030A (en) Method of preparing aspartame
PL329551A1 (en) Method of conducting an intermolecular etherification and etherolysis processes
KR950017938A (en) Method for producing aspartame by palladium catalytic reduction
JP4393190B2 (en) Process for producing 5- (3-pyridylmethylene) imidazolidine-2,4-dione
ATE301637T1 (en) METHOD FOR PRODUCING N-PROTECTED AZETIDINE-2-CARBONIC ACIDS
ATE18409T1 (en) PROCESS FOR THE PREPARATION OF DIPEPTIDE ESTER OF L-ASPARTIC ACID.
JPS63270652A (en) Production of beta-aspartame

Legal Events

Date Code Title Description
A201 Request for examination
G160 Decision to publish patent application
E701 Decision to grant or registration of patent right
NORF Unpaid initial registration fee