JP7765382B2 - α－ヒドロキシ酸のエステル化によるα－ヒドロキシエステルの製造方法 - Google Patents

α－ヒドロキシ酸のエステル化によるα－ヒドロキシエステルの製造方法

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Publication number
JP7765382B2
JP7765382B2 JP2022512325A JP2022512325A JP7765382B2 JP 7765382 B2 JP7765382 B2 JP 7765382B2 JP 2022512325 A JP2022512325 A JP 2022512325A JP 2022512325 A JP2022512325 A JP 2022512325A JP 7765382 B2 JP7765382 B2 JP 7765382B2
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Japan
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formula
compound
hours
reaction
hmbi
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Active
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JP2022512325A
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English (en)
Japanese (ja)
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JP2022546018A (ja
JP2022546018A5 (enExample
Inventor
ファング，シェンショウ
リー，ファンイー
シェイ，リー
ニュイエンス，フィリップ
ラオ，イー
サラクラン，ジャトゥポルン
タング，チュオ
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Kemin Industries Inc
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Kemin Industries Inc
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Publication of JP2022546018A publication Critical patent/JP2022546018A/ja
Publication of JP2022546018A5 publication Critical patent/JP2022546018A5/ja
Priority to JP2024225420A priority Critical patent/JP2025041771A/ja
Application granted granted Critical
Publication of JP7765382B2 publication Critical patent/JP7765382B2/ja
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
    • C07C319/20—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by reactions not involving the formation of sulfide groups
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K20/00—Accessory food factors for animal feeding-stuffs
    • A23K20/10—Organic substances
    • A23K20/105—Aliphatic or alicyclic compounds
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K50/00—Feeding-stuffs specially adapted for particular animals
    • A23K50/10—Feeding-stuffs specially adapted for particular animals for ruminants
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K50/00—Feeding-stuffs specially adapted for particular animals
    • A23K50/10—Feeding-stuffs specially adapted for particular animals for ruminants
    • A23K50/15—Feeding-stuffs specially adapted for particular animals for ruminants containing substances which are metabolically converted to proteins, e.g. ammonium salts or urea
    • 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
    • A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
    • A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/02—Nutrients, e.g. vitamins, minerals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/26—Separation; Purification; Stabilisation; Use of additives
    • C07C319/28—Separation; Purification
    • C07C319/30—Separation; Purification from the by-products of refining mineral oils
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/52—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/02—Preparation of carboxylic acid esters by interreacting ester groups, i.e. transesterification

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Husbandry (AREA)
  • Zoology (AREA)
  • Food Science & Technology (AREA)
  • Birds (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Diabetes (AREA)
  • Emergency Medicine (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Nutrition Science (AREA)
  • Epidemiology (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Endocrinology (AREA)
  • Reproductive Health (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Fodder In General (AREA)
JP2022512325A 2019-09-06 2020-09-03 α－ヒドロキシ酸のエステル化によるα－ヒドロキシエステルの製造方法 Active JP7765382B2 (ja)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2024225420A JP2025041771A (ja) 2019-09-06 2024-12-20 α－ヒドロキシ酸のエステル化によるα－ヒドロキシエステルの製造方法

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CN2019104692 2019-09-06
CNPCT/CN2019/104692 2019-09-06
PCT/US2020/049222 WO2021046234A1 (en) 2019-09-06 2020-09-03 Processes for the preparation of alpha-hydroxy esters by esterification of alpha-hydroxy acids

Related Child Applications (1)

Application Number Title Priority Date Filing Date
JP2024225420A Division JP2025041771A (ja) 2019-09-06 2024-12-20 α－ヒドロキシ酸のエステル化によるα－ヒドロキシエステルの製造方法

Publications (3)

Publication Number Publication Date
JP2022546018A JP2022546018A (ja) 2022-11-02
JP2022546018A5 JP2022546018A5 (enExample) 2023-08-23
JP7765382B2 true JP7765382B2 (ja) 2025-11-06

Family

ID=74852116

Family Applications (2)

Application Number Title Priority Date Filing Date
JP2022512325A Active JP7765382B2 (ja) 2019-09-06 2020-09-03 α－ヒドロキシ酸のエステル化によるα－ヒドロキシエステルの製造方法
JP2024225420A Pending JP2025041771A (ja) 2019-09-06 2024-12-20 α－ヒドロキシ酸のエステル化によるα－ヒドロキシエステルの製造方法

Family Applications After (1)

Application Number Title Priority Date Filing Date
JP2024225420A Pending JP2025041771A (ja) 2019-09-06 2024-12-20 α－ヒドロキシ酸のエステル化によるα－ヒドロキシエステルの製造方法

Country Status (11)

Country Link
US (2) US20220332681A1 (enExample)
EP (1) EP4025561A4 (enExample)
JP (2) JP7765382B2 (enExample)
KR (1) KR20220057525A (enExample)
CN (2) CN114341107A (enExample)
AU (1) AU2020343325A1 (enExample)
CA (1) CA3150773A1 (enExample)
CL (3) CL2022000516A1 (enExample)
CO (1) CO2022003063A2 (enExample)
MX (1) MX2022002512A (enExample)
WO (1) WO2021046234A1 (enExample)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP4061362A4 (en) * 2019-11-22 2024-01-03 Kemin Industries, Inc. METHOD FOR PRODUCING ALPHA-HYDROXYESTERS BY GRIGNARD COUPLING AND THIOLATION REACTIONS
KR102829625B1 (ko) * 2022-03-29 2025-07-04 한국바이오켐제약 주식회사 페노피브릭산의 정제방법 및 이에 의해 제조된 페노피브레이트

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001056980A1 (en) 2000-02-07 2001-08-09 Aventis Animal Nutrition S.A. Process for the preparation of 2-hydroxy-4-methylthiobutyric acid esters
WO2003070684A1 (en) 2002-02-19 2003-08-28 Amato Pharmaceutical Products, Ltd. Process for producing chain oligolactic acid ester
CN111825584A (zh) 2020-07-30 2020-10-27 北京福元医药股份有限公司沧州分公司 一种消旋羟蛋氨酸钙的制备方法

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4874877A (en) * 1988-04-19 1989-10-17 Pfizer Inc. Process for optically active 3-(methane-sulfonyloxy)thiolane and analogs
JPH06316557A (ja) * 1993-03-06 1994-11-15 Fuji Kagaku Kogyo Kk アルキルチオ脂肪酸誘導体、製造法及びその肝臓疾患、腎臓疾患、膵臓疾患及び脳疾患用剤
FR2785773B1 (fr) * 1998-11-13 2001-04-20 Rhone Poulenc Nutrition Animal Utilisation d'esters de methionine en nutrition animale
FR2791673B1 (fr) * 1999-04-02 2001-06-08 Rhone Poulenc Animal Nutrition Procede de preparation des esters de l'acide hydroxymethylthiobutyrique
EP1888525A1 (en) * 2005-05-03 2008-02-20 Ranbaxy Laboratories Limited 3,6-disubstituted azabicyclo [3.1.0]hexane derivatives as muscarinic receptor antagonists
EP2044013B1 (en) * 2006-07-21 2013-05-29 Sumitomo Chemical Company, Limited Process for producing 2-hydroxy-4-(methylthio)butyrate compounds and intermediates thereof
CN102093271A (zh) * 2011-01-25 2011-06-15 张维军 2-羟基-4-甲硫基丁酸烷基酯的制备方法
EP3224234B1 (en) * 2014-11-28 2019-08-14 Haldor Topsøe A/S Process for preparing esters of lactic acid and 2-hydroxy-3-butenoic acid from sugars
AU2017280075A1 (en) * 2016-06-24 2018-12-13 Novus International Inc. Hydroxy methionine analog formulations suitable for specialty chemical applications

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001056980A1 (en) 2000-02-07 2001-08-09 Aventis Animal Nutrition S.A. Process for the preparation of 2-hydroxy-4-methylthiobutyric acid esters
WO2003070684A1 (en) 2002-02-19 2003-08-28 Amato Pharmaceutical Products, Ltd. Process for producing chain oligolactic acid ester
CN111825584A (zh) 2020-07-30 2020-10-27 北京福元医药股份有限公司沧州分公司 一种消旋羟蛋氨酸钙的制备方法

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
Bioresource Technology，2019年，Vol.288，121538 (pp.1-4)
INDUSTRIAL AND ENGINEERING CHEMISTRY，1944年，Vol.36, No.5，pp.469-472
J. Chem. Soc., Perkin Trans. 1，2002年，pp.965-981

Also Published As

Publication number Publication date
BR112022003547A2 (pt) 2022-05-17
MX2022002512A (es) 2022-08-22
JP2025041771A (ja) 2025-03-26
EP4025561A1 (en) 2022-07-13
WO2021046234A1 (en) 2021-03-11
AU2020343325A1 (en) 2022-03-03
CN114341107A (zh) 2022-04-12
CA3150773A1 (en) 2021-03-11
CN121318803A (zh) 2026-01-13
CL2022000516A1 (es) 2022-10-07
KR20220057525A (ko) 2022-05-09
CL2024002285A1 (es) 2024-12-27
JP2022546018A (ja) 2022-11-02
US20260001837A1 (en) 2026-01-01
CO2022003063A2 (es) 2022-04-19
EP4025561A4 (en) 2024-01-31
US20220332681A1 (en) 2022-10-20
CL2024002284A1 (es) 2024-12-27

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