WO2010120138A3 - Chiral salicylaldehyde compound and chiral naphtholaldehyde compound for l / d optical transformation of amino acid, and optical resolution of amino acid and aminoalcohol - Google Patents

Chiral salicylaldehyde compound and chiral naphtholaldehyde compound for l / d optical transformation of amino acid, and optical resolution of amino acid and aminoalcohol Download PDF

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Publication number
WO2010120138A3
WO2010120138A3 PCT/KR2010/002363 KR2010002363W WO2010120138A3 WO 2010120138 A3 WO2010120138 A3 WO 2010120138A3 KR 2010002363 W KR2010002363 W KR 2010002363W WO 2010120138 A3 WO2010120138 A3 WO 2010120138A3
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WO
WIPO (PCT)
Prior art keywords
amino acid
chiral
compound
naphtholaldehyde
optical
Prior art date
Application number
PCT/KR2010/002363
Other languages
French (fr)
Korean (ko)
Other versions
WO2010120138A2 (en
Inventor
김관묵
윤흥식
Original Assignee
이화여자대학교 산학협력단
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Publication of WO2010120138A2 publication Critical patent/WO2010120138A2/en
Publication of WO2010120138A3 publication Critical patent/WO2010120138A3/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C275/40—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by nitrogen atoms not being part of nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B57/00—Separation of optically-active compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C273/02—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of urea, its salts, complexes or addition compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C275/32—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms
    • C07C275/34—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms having nitrogen atoms of urea groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C275/38—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by doubly-bound oxygen atoms

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

Abstract

The present invention relates to a salicylaldehyde chiral compound (chemical formula 1) and a naphtholaldehyde chiral compound (chemical formula 2), wherein a –OH group and a carbonyl group are adjacent to each other on a benzene ring. Both compounds contain an asymmetric carbon and have relatively small molecular weight compared to that of known binaphthol derivatives. Optical transformation of amino acid and optical resolution of amino acid and aminoalcohol can be effectively carried out by the salicylaldehyde chiral compound (chemical formula 1) and naphtholaldehyde chiral compound (chemical formula 2) of the present invention.
PCT/KR2010/002363 2009-04-15 2010-04-15 Chiral salicylaldehyde compound and chiral naphtholaldehyde compound for l / d optical transformation of amino acid, and optical resolution of amino acid and aminoalcohol WO2010120138A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR20090032956 2009-04-15
KR10-2009-0032956 2009-04-15

Publications (2)

Publication Number Publication Date
WO2010120138A2 WO2010120138A2 (en) 2010-10-21
WO2010120138A3 true WO2010120138A3 (en) 2011-01-20

Family

ID=42983017

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/KR2010/002363 WO2010120138A2 (en) 2009-04-15 2010-04-15 Chiral salicylaldehyde compound and chiral naphtholaldehyde compound for l / d optical transformation of amino acid, and optical resolution of amino acid and aminoalcohol

Country Status (2)

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KR (1) KR101641386B1 (en)
WO (1) WO2010120138A2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102537780B1 (en) * 2020-08-13 2023-05-30 이화여자대학교 산학협력단 AMINO ACID EXTRACTION PROCESS USING t-BUTYL KETONE BINAPHTHOL DERIVATIVES OR t-BUTYL KETONE DERIVATIVES, AND A CONTINUOUS REACTOR PERFORMING THE SAME

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090023931A1 (en) * 2007-07-20 2009-01-22 Ewha University - Industry Collaboration Foundation Alanine racemase chiral binaphthol derivative with powerful hydrogen bond donor, and optical resolution and optical transformation methods using the same
WO2010110555A2 (en) * 2009-03-23 2010-09-30 (주) 아미노룩스 Method for obtaining optically pure amino acids

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100661280B1 (en) * 2005-02-01 2006-12-26 이화여자대학교 산학협력단 Binaphthol Derivatives and Their Use for Optical Resolution or Optical Transformation

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090023931A1 (en) * 2007-07-20 2009-01-22 Ewha University - Industry Collaboration Foundation Alanine racemase chiral binaphthol derivative with powerful hydrogen bond donor, and optical resolution and optical transformation methods using the same
WO2010110555A2 (en) * 2009-03-23 2010-09-30 (주) 아미노룩스 Method for obtaining optically pure amino acids

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
NANDHAKUMAR, R. ET AL.: "Effects of ring substituents on enantioselective recognition of amino alcohols and acids in uryl-based binol receptors", TETRAHEDRON, vol. 64, no. 33, 2008, pages 7704 - 7708 *

Also Published As

Publication number Publication date
KR20100114483A (en) 2010-10-25
KR101641386B1 (en) 2016-07-20
WO2010120138A2 (en) 2010-10-21

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