KR950000686A - Manufacturing Process of Erdostain - Google Patents

Manufacturing Process of Erdostain Download PDF

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Publication number
KR950000686A
KR950000686A KR1019930015247A KR930015247A KR950000686A KR 950000686 A KR950000686 A KR 950000686A KR 1019930015247 A KR1019930015247 A KR 1019930015247A KR 930015247 A KR930015247 A KR 930015247A KR 950000686 A KR950000686 A KR 950000686A
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KR
South Korea
Prior art keywords
base
alk
organic solvent
structural formula
process according
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KR1019930015247A
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Korean (ko)
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KR100278119B1 (en
Inventor
쥐도 반도니
마시모 니콜라
마르코 인글레시
Original Assignee
쥐도 반도니
에드몬드 피르마 에스알엘
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Publication of KR950000686A publication Critical patent/KR950000686A/en
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Publication of KR100278119B1 publication Critical patent/KR100278119B1/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
    • C07D333/30—Hetero atoms other than halogen
    • C07D333/36—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

본 발명은 2,(2－옥소테트라하이드로티엔－3－일－아미노카르보닐메틸티오)아세트산, 에로도스테인의 신규한 제조과정을 상술한다. 티오디글린콜린산이 에틸클로로포르메이트와 반응하여 혼합형 안하이드리드가 되고 이것이 호모시스테인―γ－티오락톤과 농축되어 에로도스테인이 생성되는 것을 특징으로 한다.The present invention details a novel process for producing 2, (2-oxotetrahydrothien-3-yl-aminocarbonylmethylthio) acetic acid and erodostein. Thiodiglycholine acid reacts with ethylchloroformate to form a mixed anhydride, which is concentrated with homocysteine-γ-thiolactone to produce erodostein.

Description

에르도스테인의 제조과정Manufacturing Process of Erdostain

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

Claims (6)

하기 구조식(Ⅰ)의 2－(2－옥소테트라하이드로티엔－3－일아미노카르보닐메틸티오)아세트산의 제조과정의 구성에 있어서, 구조식(Ⅷ)의 혼합형 모노－안하이드리드 티오디글리콜린산을 구조식(Ⅸ)의 2－옥소테트라하이드로티엔－3－일아민과 또는 그염을 유기용매와 염기존재하에 처리하는 것으로 구성되며, 이때 Alk는 탄소원자가 1－4개인 알킬인 것을 특징으로 하는 에로도스테인 제조과정.In the constitution of the production process of 2- (2-oxotetrahydrothien-3-ylaminocarbonylmethylthio) acetic acid of the following structural formula (I), the mixed mono-anhydride thiodiglycolic acid of the structural formula (iii) It is composed of treating 2-oxotetrahydrothien-3-ylamine of the formula (VII) and or a salt thereof in the presence of an organic solvent and a base, wherein Alk is alkyl having 1 to 4 carbon atoms. Manufacturing process. 제 1 항에 있어서, 성분들(Ⅸ)는 유기용매와 염기 존재하에서 Cl－COO－Alk의 알킬 클로로포르메이트와 티오디글리콜린산의 반응에 의해 수득된 성분들(Ⅷ)를 포함하는 매체에서 반응하고 이때 Alk는 탄소원자가 1－4개인 알킬기인 것을 특징으로 하는 제조과정.A reaction according to claim 1, wherein the components are reacted in a medium comprising components obtained by the reaction of an alkyl chloroformate of Cl-COO-Alk with thiodiglycolic acid in the presence of an organic solvent and a base. And wherein Alk is an alkyl group having 1-4 carbon atoms. 제 2 항에 있어서, 제 1 항에 이용된 것과 동일한 유기용매와 염기가 이용되는 것을 특징으로 하는 제조과정.The process according to claim 2, wherein the same organic solvent and base as used in claim 1 are used. 제 2 항에 있어서, 유기용매가 염기존재하에 Cl－COO－Alk 알킬클로로포르메이트와 동량으로 티오디글리콜린산을 처리하고, 그다음 동일한 염기존재하에 구조식(Ⅸ)의 2－옥소테트라하이드로티엔－3－일아민 또는 그 염과 혼합형 모노－안하이드로 처리하여 구조식(Ⅷ)를 수득하는 것을 특징으로 하는 제조방법.The organic solvent is treated with thiodiglycolic acid in the same amount as Cl-COO-Alk alkylchloroformate in the presence of a base, and then 2-oxotetrahydrothiene-3 of the structural formula in the presence of the same base. -A process for producing a structural formula (IV) by treating with monoamine or a salt thereof and mixed mono-anhydr. 제 1 항 내지 4항에 있어서, 용매로써 아세톤, 테트라하이드로퓨란 또는 디옥산이 이용되는 것을 특징으로 하는 제조과정.The process according to claim 1, wherein acetone, tetrahydrofuran or dioxane is used as the solvent. 제 1 항 내지 5항에 있어서, 염기로써 트리메틸아민 또는 트리에틸아민이 이용되는 것을 특징으로 하는 제조과정.The process according to claims 1 to 5, wherein trimethylamine or triethylamine is used as the base. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019930015247A 1993-06-25 1993-08-06 Manufacturing Process of Erdostain KR100278119B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IT93MI001371A IT1264888B1 (en) 1993-06-25 1993-06-25 Process for the preparation of erdosteine
ITMI93A001371 1993-06-25

Publications (2)

Publication Number Publication Date
KR950000686A true KR950000686A (en) 1995-01-03
KR100278119B1 KR100278119B1 (en) 2001-02-01

Family

ID=11366472

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019930015247A KR100278119B1 (en) 1993-06-25 1993-08-06 Manufacturing Process of Erdostain

Country Status (3)

Country Link
KR (1) KR100278119B1 (en)
IT (1) IT1264888B1 (en)
MX (1) MX9404783A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100374965B1 (en) * 1998-01-08 2003-06-11 주식회사 참 존 Method for stabilizing arbutin and maintaining skin-whitening effect using rutin
KR100467031B1 (en) * 1996-12-11 2005-06-17 주식회사 엘지생활건강 Acne prevention and treatment composition
KR20220169735A (en) * 2021-06-21 2022-12-28 제이엠퍼시픽(주) Skin whitening cosmetic composition using pear peel

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102583743B1 (en) 2021-03-23 2023-10-05 대봉엘에스 주식회사 Method for each individual synthesis of l, d-erdosteine

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100467031B1 (en) * 1996-12-11 2005-06-17 주식회사 엘지생활건강 Acne prevention and treatment composition
KR100374965B1 (en) * 1998-01-08 2003-06-11 주식회사 참 존 Method for stabilizing arbutin and maintaining skin-whitening effect using rutin
KR20220169735A (en) * 2021-06-21 2022-12-28 제이엠퍼시픽(주) Skin whitening cosmetic composition using pear peel

Also Published As

Publication number Publication date
KR100278119B1 (en) 2001-02-01
IT1264888B1 (en) 1996-10-17
MX9404783A (en) 1995-01-31
ITMI931371A0 (en) 1993-06-25
ITMI931371A1 (en) 1994-12-25

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