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WO2009128631A3 - Method for preparing racemic or optically active α-glycerophosphorylcholine and derivative thereof - Google Patents

Method for preparing racemic or optically active α-glycerophosphorylcholine and derivative thereof Download PDF

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Publication number
WO2009128631A3
WO2009128631A3 PCT/KR2009/001894 KR2009001894W WO2009128631A3 WO 2009128631 A3 WO2009128631 A3 WO 2009128631A3 KR 2009001894 W KR2009001894 W KR 2009001894W WO 2009128631 A3 WO2009128631 A3 WO 2009128631A3
Authority
WO
WIPO (PCT)
Prior art keywords
derivative
glycerophosphorylcholine
optically active
racemic
aqueous solution
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
PCT/KR2009/001894
Other languages
French (fr)
Korean (ko)
Other versions
WO2009128631A2 (en
Inventor
황순욱
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of WO2009128631A2 publication Critical patent/WO2009128631A2/en
Publication of WO2009128631A3 publication Critical patent/WO2009128631A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/09—Esters of phosphoric acids
    • C07F9/10—Phosphatides, e.g. lecithin
    • C07F9/106—Adducts, complexes, salts of phosphatides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/09—Esters of phosphoric acids
    • C07F9/113—Esters of phosphoric acids with unsaturated acyclic alcohols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/66—Phosphorus compounds
    • A61K31/661—Phosphorus acids or esters thereof not having P—C bonds, e.g. fosfosal, dichlorvos, malathion or mevinphos
    • A61K31/6615—Compounds having two or more esterified phosphorus acid groups, e.g. inositol triphosphate, phytic acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/655—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms
    • C07F9/65515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a five-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
    • C07F9/6571—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms
    • C07F9/6574—Esters of oxyacids of phosphorus
    • C07F9/65742—Esters of oxyacids of phosphorus non-condensed with carbocyclic rings or heterocyclic rings or ring systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

The present invention relates to a new method for preparing a racemic or optically active D or L-α-glycerophosphorylcholine and a derivative thereof which have excellent therapeutic effects on both secondary symptoms caused by cerebrovascular stroke and degenerative organic brain syndromes. More specifically, the invention relates to an economical method for mass-producing the racemic or optically active D or L-α-glycerophosphorylcholine and the derivative thereof at a high purity and high yield, by performing a ring-opening reaction of racemic and optionally high purity (S) or (R)-glycidol and a derivative thereof in a room-temperature aqueous solution using choline phosphate as a starting material and using inorganic bases or Lewis acids which increase a reaction rate in the aqueous solution.
PCT/KR2009/001894 2008-04-15 2009-04-14 Method for preparing racemic or optically active α-glycerophosphorylcholine and derivative thereof Ceased WO2009128631A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR10-2008-0034490 2008-04-15
KR1020080034490A KR100951108B1 (en) 2008-04-15 2008-04-15 Process for preparing racemic or optically active -Glycero phosphoryl choline, and their derivat ives

Publications (2)

Publication Number Publication Date
WO2009128631A2 WO2009128631A2 (en) 2009-10-22
WO2009128631A3 true WO2009128631A3 (en) 2010-01-21

Family

ID=41199557

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/KR2009/001894 Ceased WO2009128631A2 (en) 2008-04-15 2009-04-14 Method for preparing racemic or optically active α-glycerophosphorylcholine and derivative thereof

Country Status (2)

Country Link
KR (1) KR100951108B1 (en)
WO (1) WO2009128631A2 (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101330814B1 (en) * 2009-12-10 2013-11-15 주식회사 한서켐 Preparation of Choline alfoscerate
KR101233138B1 (en) * 2012-11-06 2013-02-22 주식회사 한서켐 A PROCESS FOR PREPARING L-α-GLYCERYL PHOSPHORYL CHOLINE
CN103304594B (en) * 2013-06-18 2015-07-08 上海科利生物医药有限公司 Preparation method of L-alpha-glycerophosphoryl choline
KR20230023339A (en) 2021-08-10 2023-02-17 스마트바이오팜 주식회사 Preparation method for choline alfoscerate using continuous flow process
CN114478622A (en) * 2022-03-17 2022-05-13 沈阳金久奇科技有限公司 Preparation method of phosphatidylcholine
KR20240124730A (en) 2023-02-09 2024-08-19 스마트바이오팜 주식회사 Preparation method for choline alfoscerate using continuous flow process

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4610979A (en) * 1983-03-05 1986-09-09 A. Nattermann & Cie Gmbh O-acyl-alkanediol-phospholipids and processes for the treatment of asthma
KR19990064281A (en) * 1995-10-16 1999-07-26 존 바드웰 Synthesis method of polymerizable phosphodiester
KR20070119176A (en) * 2006-06-14 2007-12-20 주식회사 대웅제약 Method for preparing L-α-glycerophosphoryl choline

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1245736B (en) 1990-11-15 1994-10-14 Magis Farmaceutici PROCESS FOR PREPARING ALPHA-GLYCEROPHOSPHORYLCHOLINE

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4610979A (en) * 1983-03-05 1986-09-09 A. Nattermann & Cie Gmbh O-acyl-alkanediol-phospholipids and processes for the treatment of asthma
KR19990064281A (en) * 1995-10-16 1999-07-26 존 바드웰 Synthesis method of polymerizable phosphodiester
KR20070119176A (en) * 2006-06-14 2007-12-20 주식회사 대웅제약 Method for preparing L-α-glycerophosphoryl choline

Also Published As

Publication number Publication date
WO2009128631A2 (en) 2009-10-22
KR100951108B1 (en) 2010-04-07
KR20090109172A (en) 2009-10-20

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