FR3115537B1 - Procédé de fabrication catalytique d’un analogue de la méthionine - Google Patents

Procédé de fabrication catalytique d’un analogue de la méthionine Download PDF

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Publication number
FR3115537B1
FR3115537B1 FR2010876A FR2010876A FR3115537B1 FR 3115537 B1 FR3115537 B1 FR 3115537B1 FR 2010876 A FR2010876 A FR 2010876A FR 2010876 A FR2010876 A FR 2010876A FR 3115537 B1 FR3115537 B1 FR 3115537B1
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FR
France
Prior art keywords
hydroxy
methionine
analogue
catalytic production
acid
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.)
Active
Application number
FR2010876A
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English (en)
Other versions
FR3115537A1 (fr
Inventor
Felix Taulou
Didier Morvan
Baca Virginie Belliere
Dorothee Laurenti
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.)
Adisseo France SAS
Original Assignee
Adisseo France SAS
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
Priority to FR2010876A priority Critical patent/FR3115537B1/fr
Application filed by Adisseo France SAS filed Critical Adisseo France SAS
Priority to US18/032,872 priority patent/US20240034716A1/en
Priority to PCT/FR2021/051837 priority patent/WO2022084632A1/fr
Priority to KR1020237017135A priority patent/KR20230118080A/ko
Priority to JP2023549135A priority patent/JP2023552239A/ja
Priority to CN202180072526.9A priority patent/CN116547268A/zh
Priority to EP21806311.3A priority patent/EP4232429A1/fr
Priority to TW110139355A priority patent/TW202222784A/zh
Publication of FR3115537A1 publication Critical patent/FR3115537A1/fr
Application granted granted Critical
Publication of FR3115537B1 publication Critical patent/FR3115537B1/fr
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/02—Boron or aluminium; Oxides or hydroxides thereof
    • B01J21/04—Alumina
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
    • B01J21/063—Titanium; Oxides or hydroxides thereof
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
    • B01J21/066—Zirconium or hafnium; Oxides or hydroxides thereof
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/02—Sulfur, selenium or tellurium; Compounds thereof
    • B01J27/053—Sulfates
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00—Catalysts, in general, characterised by their form or physical properties
    • B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
    • B01J35/61—Surface area
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/20—Sulfiding
    • 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
    • C07C391/00—Compounds containing selenium

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

L’invention concerne un procédé de préparation de l’acide 2-hydroxy-4-méthylthiobutyrique (HMTBA) ou de l’acide 2-hydroxy-4-méthylsélénobutyrique (HMSeBA) par conversion catalytique du 2-hydroxy-4-méthylthiobutyronitrile ou du 2-hydroxy-4-méthylsélénobutyronitrile, respectivement, caractérisé en ce que ladite conversion est effectuée en présence d’eau et d’au moins un acide faible et un catalyseur comprenant au moins l’un de l’alumine, du dioxyde de titane et de la zircone.
FR2010876A 2020-10-23 2020-10-23 Procédé de fabrication catalytique d’un analogue de la méthionine Active FR3115537B1 (fr)

Priority Applications (8)

Application Number Priority Date Filing Date Title
FR2010876A FR3115537B1 (fr) 2020-10-23 2020-10-23 Procédé de fabrication catalytique d’un analogue de la méthionine
PCT/FR2021/051837 WO2022084632A1 (fr) 2020-10-23 2021-10-20 Procédé de fabrication catalytique d'un analogue de la méthionine
KR1020237017135A KR20230118080A (ko) 2020-10-23 2021-10-20 메티오닌 유사체의 촉매 생산 방법
JP2023549135A JP2023552239A (ja) 2020-10-23 2021-10-20 メチオニンのアナログを触媒的に製造するための方法
US18/032,872 US20240034716A1 (en) 2020-10-23 2021-10-20 Process for the catalytic production of an analogue of methionine
CN202180072526.9A CN116547268A (zh) 2020-10-23 2021-10-20 催化生产蛋氨酸类似物的方法
EP21806311.3A EP4232429A1 (fr) 2020-10-23 2021-10-20 Procédé de fabrication catalytique d'un analogue de la méthionine
TW110139355A TW202222784A (zh) 2020-10-23 2021-10-22 用於催化生產甲硫胺酸類似物之方法

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR2010876 2020-10-23
FR2010876A FR3115537B1 (fr) 2020-10-23 2020-10-23 Procédé de fabrication catalytique d’un analogue de la méthionine

Publications (2)

Publication Number Publication Date
FR3115537A1 FR3115537A1 (fr) 2022-04-29
FR3115537B1 true FR3115537B1 (fr) 2023-01-06

Family

ID=74045798

Family Applications (1)

Application Number Title Priority Date Filing Date
FR2010876A Active FR3115537B1 (fr) 2020-10-23 2020-10-23 Procédé de fabrication catalytique d’un analogue de la méthionine

Country Status (8)

Country Link
US (1) US20240034716A1 (fr)
EP (1) EP4232429A1 (fr)
JP (1) JP2023552239A (fr)
KR (1) KR20230118080A (fr)
CN (1) CN116547268A (fr)
FR (1) FR3115537B1 (fr)
TW (1) TW202222784A (fr)
WO (1) WO2022084632A1 (fr)

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0393754A (ja) * 1989-09-04 1991-04-18 Sumitomo Chem Co Ltd α―アミノ酸の製造法
ES2164244T3 (es) 1995-06-07 2002-02-16 Novus Int Inc Procedimiento de hidrolisis en continuo para la preparacion de acido 2-hidroxi-4-metiltiobutanoico y sales del mismo.
DE10316110A1 (de) 2003-04-09 2004-10-28 Degussa Ag Verfahren zur Herstellung von 2-Hydroxy-4-methylthio-buttersäure Ammoniumsalz
FR2907785B1 (fr) * 2006-10-27 2009-01-16 Tetrahedron Sas Procede de preparation de l'acide 2-hydroxy-4-methylselenobutyrique, seul ou en melange avec son analogue soufre, ainsi que leurs utilisations en nutrition, en particulier en nutrition animale
FR2919607B1 (fr) * 2007-07-31 2012-10-12 Adisseo Ireland Ltd Procede pour la conversion catalytique de 2-hydroxy-4- methylthiobutanenitrile (hmtbn) en 2-hydroxy-4- methylthiobutanamide (hmtbm).
CN109912471B (zh) * 2019-04-02 2021-07-23 天宝动物营养科技股份有限公司 一种连续快速水解2-羟基-4-甲硫基丁腈合成蛋氨酸羟基类似物的方法

Also Published As

Publication number Publication date
CN116547268A (zh) 2023-08-04
FR3115537A1 (fr) 2022-04-29
KR20230118080A (ko) 2023-08-10
TW202222784A (zh) 2022-06-16
WO2022084632A1 (fr) 2022-04-28
JP2023552239A (ja) 2023-12-14
US20240034716A1 (en) 2024-02-01
EP4232429A1 (fr) 2023-08-30

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