KR950017936A - Method for preparing aspartame using a palladium catalyst - Google Patents

Method for preparing aspartame using a palladium catalyst Download PDF

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Publication number
KR950017936A
KR950017936A KR1019930029872A KR930029872A KR950017936A KR 950017936 A KR950017936 A KR 950017936A KR 1019930029872 A KR1019930029872 A KR 1019930029872A KR 930029872 A KR930029872 A KR 930029872A KR 950017936 A KR950017936 A KR 950017936A
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KR
South Korea
Prior art keywords
reaction
aspartyl
water
palladium catalyst
amount
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KR1019930029872A
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Korean (ko)
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KR970002911B1 (en
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최경석
주대권
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유영학
주식회사 미 원
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Priority to KR1019930029872A priority Critical patent/KR970002911B1/en
Publication of KR950017936A publication Critical patent/KR950017936A/en
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Publication of KR970002911B1 publication Critical patent/KR970002911B1/en

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    • 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

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  • 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 보호기인 벤질 옥시카보닐기를 제거하여 α-L-아스파틸-L-페닐알라닌 메틸에스테르를 제조하는 방법을 제공한다.The present invention provides a method for preparing α-L-aspartyl-L-phenylalanine methyl ester by removing benzyl oxycarbonyl group as a protecting group from N-benzyloxycarbonyl-α-L-aspartyl-L-phenylalanine methyl ester. do.

본 발명의 방법은 반응용매로는 물과 메탄올의 혼합용매를 사용하고 초산과 암모니아수를 완충용액으로 이용하여 반응 pH를 5.4로 유지함을 특징으로 하며, 팔라듐 촉매는 팔라듐의 양으로 환산하여 N-벤질옥시카보닐-α-L-아스파틸-L-페닐알라닌 메틸에스테르 양의 1/5000배를 사용하고, 반응온도는 55-65℃, 반응압력은 35-60psi이다. 반응용매로는 물과 메탄올의 부피비가 1:1-1:4인 혼합용매를 사용한다.The method of the present invention is characterized by using a mixed solvent of water and methanol as a reaction solvent and using acetic acid and ammonia water as a buffer to maintain the reaction pH at 5.4, the palladium catalyst in terms of the amount of palladium N-benzyl 1/5000 times the amount of oxycarbonyl-α-L-aspartyl-L-phenylalanine methyl ester was used, the reaction temperature was 55-65 ° C., and the reaction pressure was 35-60 psi. As a reaction solvent, a mixed solvent having a volume ratio of water and methanol of 1: 1-1: 4 is used.

상기와 같은 본 발명의 방법에 의하며, 고가의 팔라듐을 소량으로 사용하여 효율적으로 α-APM을 제조할 수 있을 뿐만 아니라 반복해서 4회까지 사용이 가능하기 때문에, 기존의 다량의 팔라듐 촉매를 사용하는 방법과는 비교가 안 될 정도로 저렴하게 산업적으로 실시할 수 있다.According to the method of the present invention as described above, since the use of a small amount of expensive palladium can be efficiently produced α-APM and can be used up to four times repeatedly, using a large amount of conventional palladium catalyst It can be carried out industrially at an inexpensive price incomparable to the method.

Description

팔라듐 촉매를 사용한 아스파탐의 제조방법Method for preparing aspartame using a palladium catalyst

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

Claims (4)

팔라듐 촉매 존재하에 N-벤질옥시카보닐-α-L-아스파틸-L-페닐알라닌 메틸에스테르로부터 N-벤질옥시카보닐기를 제거하여 α-L-아스파틸-L-페닐알라닌 메틸에스테르를 제조하는 방법에 있어서, 반응용매로는 물과 메탄올의 혼합용매를 사용하고 초산과 암모니아수를 완충용액으로 이용하여 반응 pH를 5.4로 유지함을 특징으로 하는 방법.In a method for preparing α-L-aspartyl-L-phenylalanine methylester by removing N-benzyloxycarbonyl group from N-benzyloxycarbonyl-α-L-aspartyl-L-phenylalanine methylester in the presence of a palladium catalyst. In the method, the reaction solvent is a mixed solvent of water and methanol using acetic acid and ammonia water as a buffer solution characterized in that the reaction pH is maintained at 5.4. 제1항에 있어서, 팔라듐 촉메는 팔라듐의 양으로 환산하여 N-벤질옥시카보닐-α-L-아스파틸-L-페닐알라닌 메틸에스테르 양의 1/5000배를 사용함을 특징으로 하는 방법.The method of claim 1, wherein the palladium catalyst is 1/5000 times the amount of N-benzyloxycarbonyl-α-L-aspartyl-L-phenylalanine methyl ester in terms of the amount of palladium. 제1항에 있어서, 반응온도는 55-65℃, 반응압력은 35-60psi임을 특징으로 하는 방법.The method of claim 1, wherein the reaction temperature is 55-65 ℃, the reaction pressure is 35-60psi. 제1항에 있어서, 물과 에탄올의 혼합용매는 물과 메탄올의 부피비가 1 : 1-1 : 4임을 특징으로 하는 방법.The method of claim 1, wherein the mixed solvent of water and ethanol is characterized in that the volume ratio of water and methanol is 1: 1-1: 4. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019930029872A 1993-12-27 1993-12-27 Preparation process of aspartame by reduction using paladium catalyst KR970002911B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1019930029872A KR970002911B1 (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
KR1019930029872A KR970002911B1 (en) 1993-12-27 1993-12-27 Preparation process of aspartame by reduction using paladium catalyst

Publications (2)

Publication Number Publication Date
KR950017936A true KR950017936A (en) 1995-07-20
KR970002911B1 KR970002911B1 (en) 1997-03-12

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KR1019930029872A KR970002911B1 (en) 1993-12-27 1993-12-27 Preparation process of aspartame by reduction using paladium catalyst

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KR970002911B1 (en) 1997-03-12

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