CA3150773A1 - Processes for the preparation of alpha-hydroxy esters by esterification of alpha-hydroxy acids - Google Patents

Processes for the preparation of alpha-hydroxy esters by esterification of alpha-hydroxy acids Download PDF

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Publication number
CA3150773A1
CA3150773A1 CA3150773A CA3150773A CA3150773A1 CA 3150773 A1 CA3150773 A1 CA 3150773A1 CA 3150773 A CA3150773 A CA 3150773A CA 3150773 A CA3150773 A CA 3150773A CA 3150773 A1 CA3150773 A1 CA 3150773A1
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CA
Canada
Prior art keywords
formula
compound
reacting
hmbi
heptane
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.)
Pending
Application number
CA3150773A
Other languages
English (en)
French (fr)
Inventor
Shengshu HUANG
Fangyi LI
Li Xu
Filip Nuyens
Ye Lao
Jatuporn Salaklang
Zhuo TANG
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.)
Kemin Industries Inc
Original Assignee
Huang Shengshu
Li Fangyi
Kemin Industries Inc
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 Huang Shengshu, Li Fangyi, Kemin Industries Inc filed Critical Huang Shengshu
Publication of CA3150773A1 publication Critical patent/CA3150773A1/en
Pending legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/14Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
    • C07C319/20Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by reactions not involving the formation of sulfide groups
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23KFODDER
    • A23K20/00Accessory food factors for animal feeding-stuffs
    • A23K20/10Organic substances
    • A23K20/105Aliphatic or alicyclic compounds
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23KFODDER
    • A23K50/00Feeding-stuffs specially adapted for particular animals
    • A23K50/10Feeding-stuffs specially adapted for particular animals for ruminants
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23KFODDER
    • A23K50/00Feeding-stuffs specially adapted for particular animals
    • A23K50/10Feeding-stuffs specially adapted for particular animals for ruminants
    • A23K50/15Feeding-stuffs specially adapted for particular animals for ruminants containing substances which are metabolically converted to proteins, e.g. ammonium salts or urea
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/21Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/215Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
    • A61K31/22Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/16Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00Drugs for genital or sexual disorders; Contraceptives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/02Nutrients, e.g. vitamins, minerals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/26Separation; Purification; Stabilisation; Use of additives
    • C07C319/28Separation; Purification
    • C07C319/30Separation; Purification from the by-products of refining mineral oils
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50Thiols, 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
    • C07C323/51Thiols, 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
    • C07C323/52Thiols, 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/02Preparation 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)
CA3150773A 2019-09-06 2020-09-03 Processes for the preparation of alpha-hydroxy esters by esterification of alpha-hydroxy acids Pending CA3150773A1 (en)

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

Publications (1)

Publication Number Publication Date
CA3150773A1 true CA3150773A1 (en) 2021-03-11

Family

ID=74852116

Family Applications (1)

Application Number Title Priority Date Filing Date
CA3150773A Pending CA3150773A1 (en) 2019-09-06 2020-09-03 Processes for the preparation of alpha-hydroxy esters by esterification of alpha-hydroxy acids

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

Family Cites Families (12)

* 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
WO2001058864A1 (en) * 2000-02-07 2001-08-16 Rhone-Poulenc Animal Nutrition Process for the preparation of 2-hydroxy-4-methylthio butyric acid esters
WO2003070684A1 (en) 2002-02-19 2003-08-28 Amato Pharmaceutical Products, Ltd. Process for producing chain oligolactic acid ester
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
CN111825584B (zh) 2020-07-30 2022-04-12 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

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
CN121318803A (zh) 2026-01-13
CL2022000516A1 (es) 2022-10-07
KR20220057525A (ko) 2022-05-09
JP7765382B2 (ja) 2025-11-06
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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