CN114341107A - 通过酯化α-羟基酸制备α-羟基酯的工艺 - Google Patents

通过酯化α-羟基酸制备α-羟基酯的工艺 Download PDF

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Publication number
CN114341107A
CN114341107A CN202080062194.1A CN202080062194A CN114341107A CN 114341107 A CN114341107 A CN 114341107A CN 202080062194 A CN202080062194 A CN 202080062194A CN 114341107 A CN114341107 A CN 114341107A
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formula
compound
reaction
hours
alkyl
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Chinese (zh)
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黄生树
李方怿
李旭
F·纽恩斯
劳晔
J·沙拉郎
唐卓
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Jianming Industrial Co ltd
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Jianming Industrial Co ltd
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Priority to CN202511311371.6A priority Critical patent/CN121318803A/zh
Publication of CN114341107A publication Critical patent/CN114341107A/zh
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    • 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

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  • 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)
CN202080062194.1A 2019-09-06 2020-09-03 通过酯化α-羟基酸制备α-羟基酯的工艺 Pending CN114341107A (zh)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202511311371.6A CN121318803A (zh) 2019-09-06 2020-09-03 通过酯化α-羟基酸制备α-羟基酯的工艺

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
CN202511311371.6A Division CN121318803A (zh) 2019-09-06 2020-09-03 通过酯化α-羟基酸制备α-羟基酯的工艺

Publications (1)

Publication Number Publication Date
CN114341107A true CN114341107A (zh) 2022-04-12

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CN202080062194.1A Pending CN114341107A (zh) 2019-09-06 2020-09-03 通过酯化α-羟基酸制备α-羟基酯的工艺
CN202511311371.6A Pending CN121318803A (zh) 2019-09-06 2020-09-03 通过酯化α-羟基酸制备α-羟基酯的工艺

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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)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114727988A (zh) * 2019-11-22 2022-07-08 建明实业股份有限公司 通过格氏偶联和硫醇化反应制备α-羟基酯的工艺

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102829625B1 (ko) * 2022-03-29 2025-07-04 한국바이오켐제약 주식회사 페노피브릭산의 정제방법 및 이에 의해 제조된 페노피브레이트

Citations (5)

* 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
US20010029308A1 (en) * 2000-02-07 2001-10-11 Michel Garrait Process for the preparation of hydroxy 4-methyl thiobutyric acid esters
US20080319043A1 (en) * 2005-05-03 2008-12-25 Mohammad Salman 3,6-Disubstituted Azabicyclo (3.1.0) Hexane Derivatives as Muscarinic Receptor Antagonists
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
US20170369434A1 (en) * 2016-06-24 2017-12-28 Novus International Inc. Hydroxy methionine analog formulations suitable for specialty chemical applications

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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
WO2003070684A1 (en) 2002-02-19 2003-08-28 Amato Pharmaceutical Products, Ltd. Process for producing chain oligolactic acid ester
EP2044013B1 (en) * 2006-07-21 2013-05-29 Sumitomo Chemical Company, Limited Process for producing 2-hydroxy-4-(methylthio)butyrate compounds and intermediates thereof
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
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

Patent Citations (5)

* 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
US20010029308A1 (en) * 2000-02-07 2001-10-11 Michel Garrait Process for the preparation of hydroxy 4-methyl thiobutyric acid esters
US20080319043A1 (en) * 2005-05-03 2008-12-25 Mohammad Salman 3,6-Disubstituted Azabicyclo (3.1.0) Hexane Derivatives as Muscarinic Receptor Antagonists
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
US20170369434A1 (en) * 2016-06-24 2017-12-28 Novus International Inc. Hydroxy methionine analog formulations suitable for specialty chemical applications

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
MARIA J . MILEWSKA ET AL.: "Synthesis of Schizokinen, Homoschirokinen, Its lmide and the Detection of lmide with 13C-N. M .R.-Spectroscopy", 《J. PRAKT. CHEM.》, vol. 329, 31 December 1987 (1987-12-31), pages 7 - 8 *
TODD A. HOUSTON ET AL.: "Boric Acid Catalyzed Chemoselective Esterification of r-Hydroxycarboxylic Acids", 《ORGANIC LETTERS》, vol. 6, no. 5, 31 December 2004 (2004-12-31), pages 680 *
王群 等: "不同蛋白质水平日粮中添加2－羟基－4－( 甲硫基) 丁酸异丙酯 对奶牛生产性能及血液生化指标的影响", 《南京农业大学学报》, vol. 37, no. 3, 31 December 2014 (2014-12-31) *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114727988A (zh) * 2019-11-22 2022-07-08 建明实业股份有限公司 通过格氏偶联和硫醇化反应制备α-羟基酯的工艺
CN114727988B (zh) * 2019-11-22 2026-03-17 建明实业股份有限公司 通过格氏偶联和硫醇化反应制备α-羟基酯的工艺

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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
CA3150773A1 (en) 2021-03-11
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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