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KR970042587A - Beta cyclodextrin derivatives useful for optical isomer separation - Google Patents

Beta cyclodextrin derivatives useful for optical isomer separation Download PDF

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Publication number
KR970042587A
KR970042587A KR1019950056719A KR19950056719A KR970042587A KR 970042587 A KR970042587 A KR 970042587A KR 1019950056719 A KR1019950056719 A KR 1019950056719A KR 19950056719 A KR19950056719 A KR 19950056719A KR 970042587 A KR970042587 A KR 970042587A
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South Korea
Prior art keywords
optical isomer
cyclodextrin derivatives
stationary phase
derivatives useful
isomer separation
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KR1019950056719A
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Korean (ko)
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KR100217846B1 (en
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김병억
우순형
Original Assignee
김종진
포항종합제철 주식회사
신창식
재단법인 산업과학기술연구소
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Priority to KR1019950056719A priority Critical patent/KR100217846B1/en
Publication of KR970042587A publication Critical patent/KR970042587A/en
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
    • C08B37/0009—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Glucans, e.g. polydextrose, alternan, glycogen; (alpha-1,4)(alpha-1,6)-D-Glucans; (alpha-1,3)(alpha-1,4)-D-Glucans, e.g. isolichenan or nigeran; (alpha-1,4)-D-Glucans; (alpha-1,3)-D-Glucans, e.g. pseudonigeran; Derivatives thereof
    • C08B37/0012—Cyclodextrin [CD], e.g. cycle with 6 units (alpha), with 7 units (beta) and with 8 units (gamma), large-ring cyclodextrin or cycloamylose with 9 units or more; Derivatives thereof
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
    • B01D15/08—Selective adsorption, e.g. chromatography
    • B01D15/26—Selective adsorption, e.g. chromatography characterised by the separation mechanism
    • B01D15/38—Selective adsorption, e.g. chromatography characterised by the separation mechanism involving specific interaction not covered by one or more of groups B01D15/265 and B01D15/30 - B01D15/36, e.g. affinity, ligand exchange or chiral chromatography
    • B01D15/3833—Chiral chromatography
    • 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
    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/281—Sorbents specially adapted for preparative, analytical or investigative chromatography
    • B01J20/29—Chiral phases

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  • Chemical & Material Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Materials Engineering (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)

Abstract

본 발명은 β-시클로덱스트린 유도체에 관한 것이며, 보다 상세하게는 광학 이성질체 분리에 유용한 β-시클로덱스트린 유도체에 관한 것으로, 6번 위치의 탄소에 실란기가 도입된 하기 식(Ⅰ)을 갖는 새로운 β-CD 유도체가 제공되며 이는 종래 CGC 컬럼에 고정상으로 사용되는 물질과 혼합하여 라세미 광학활성 물질의 분리에서 CGC 컬럼의 고정상으로 사용된다.The present invention relates to β-cyclodextrin derivatives, and more particularly to β-cyclodextrin derivatives useful for optical isomer separation, wherein a new β- having a formula (I) having a silane group introduced into the carbon at position 6 CD derivatives are provided which are used as the stationary phase of a CGC column in the separation of racemic optically active materials by mixing with materials conventionally used as the stationary phase in CGC columns.

Description

광학 이성질체 분리에 유용한 베타 시클로덱스트린 유도체Beta cyclodextrin derivatives useful for optical isomer separation

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

제1도는 본 발명에 의한 β-시클로덱스트린 유도체를 이용하여 고리형 알코올 광학 이성질체를 분리한 기체 크로마토그램.1 is a gas chromatogram in which cyclic alcohol optical isomers are separated using a β-cyclodextrin derivative according to the present invention.

제2도는 본 발명에 의한 β-CD 유도체를 이용하여 페닐기를 갖는 알코올 광학 이성질체를 분리한 기체 크로마토그램.2 is a gas chromatogram obtained by separating an alcohol optical isomer having a phenyl group using a β-CD derivative according to the present invention.

제3도는 본 발명에 의한 β-CD 유도체를 이용하여 할로겐화 알칸 광학 이성질체를 분리한 기체 크로마토그램.3 is a gas chromatogram obtained by separating halogenated alkane optical isomers using a β-CD derivative according to the present invention.

Claims (6)

하기 구조식(Ⅰ)을 갖는 공학 이성질체분리에 고정상으로 유용한 6-tert-부틸디메틸실릴-2,3-디에틸-β-시클로 덱스트린 화합물.6-tert-Butyldimethylsilyl-2,3-diethyl-β-cyclodextrin compound useful as a stationary phase for engineering isomer separation having the structure (I) 정지상과 혼합물을 접촉시켜 광학이성질체를 분리하는 기체크로마토그래피 분리 방법에 있어서, 상기 고정상으로써 상기 식(I)의 시클로덱스트린 유도체 (식Ⅰ)를 사용함을 특징으로 하는 분리방법.A gas chromatography separation method for separating an optical isomer by contacting a stationary phase with a mixture, wherein the cyclodextrin derivative of formula (I) is used as the stationary phase. 제2항에 있어서, 상기 광학이성질체는 알콜임을 특징으로 하는 방법.The method of claim 2, wherein the optical isomer is an alcohol. 제3항에 있어서, 상기 알코올은 2-시클로헥센-1-올, (trans)-1,2-시클로 헥산디올, (sec)-펜에틸 알코올, 페닐 에틸 프로피오네이트로 구성되는 그룹에서 선택됨을 특징으로 하는 방법.The method of claim 3, wherein the alcohol is selected from the group consisting of 2-cyclohexen-1-ol, (trans) -1,2-cyclohexanediol, (sec) -phenethyl alcohol, phenyl ethyl propionate. How to feature. 제2항에 있어서, 상기 광학 이성질체는 할로 알칸임을 특징으로 하는 방법.The method of claim 2, wherein the optical isomer is halo alkanes. 제5항에 있어서, 상기 할로 알칸은 2-브로모부탄임을 특징으로 하는 방법.The method of claim 5, wherein the halo alkanes are 2-bromobutane.
KR1019950056719A 1995-12-26 1995-12-26 Beta cyclodextrin derivative which is useful for enantiomer seperation KR100217846B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1019950056719A KR100217846B1 (en) 1995-12-26 1995-12-26 Beta cyclodextrin derivative which is useful for enantiomer seperation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
KR1019950056719A KR100217846B1 (en) 1995-12-26 1995-12-26 Beta cyclodextrin derivative which is useful for enantiomer seperation

Publications (2)

Publication Number Publication Date
KR970042587A true KR970042587A (en) 1997-07-24
KR100217846B1 KR100217846B1 (en) 1999-10-01

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