CN109942466B - 由糖制备α-羟基蛋氨酸类似物的方法 - Google Patents

由糖制备α-羟基蛋氨酸类似物的方法 Download PDF

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CN109942466B
CN109942466B CN201910108607.4A CN201910108607A CN109942466B CN 109942466 B CN109942466 B CN 109942466B CN 201910108607 A CN201910108607 A CN 201910108607A CN 109942466 B CN109942466 B CN 109942466B
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continuous flow
lewis acid
flow process
water
hydroxy
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CN109942466A (zh
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I·萨达巴苏比里
E·塔亚尔宁
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Topsoe AS
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Haldor Topsoe AS
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
    • 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
    • C07C319/18—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by addition of thiols to unsaturated compounds
    • 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
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/14—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of germanium, tin or lead
    • 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
    • B01J29/00—Catalysts comprising molecular sieves
    • B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
    • B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • 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
    • 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
    • C07C323/57—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 further substituted by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C323/58—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 further substituted by nitrogen atoms, not being part of nitro or nitroso groups with amino groups bound to the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/44—Preparation of carboxylic acid esters by oxidation-reduction of aldehydes, e.g. Tishchenko reaction
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/475—Preparation of carboxylic acid esters by splitting of carbon-to-carbon bonds and redistribution, e.g. disproportionation or migration of groups between different molecules
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/48—Separation; Purification; Stabilisation; Use of additives
    • C07C67/62—Use of additives, e.g. for stabilisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
    • C07C69/675—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids of saturated hydroxy-carboxylic acids
    • C07C69/68—Lactic acid esters
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
    • C07C69/732—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids of unsaturated hydroxy carboxylic acids
    • 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
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00002—Chemical plants
    • B01J2219/00027—Process aspects
    • B01J2219/00033—Continuous processes

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
CN201910108607.4A 2014-11-28 2015-11-12 由糖制备α-羟基蛋氨酸类似物的方法 Expired - Fee Related CN109942466B (zh)

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Application Number Priority Date Filing Date Title
EP14195485.9 2014-11-28
EP14195485 2014-11-28
DKPA201500288 2015-05-13
DKPA201500288 2015-05-13
CN201580065008.9A CN107001253B (zh) 2014-11-28 2015-11-12 由糖制备乳酸酯和2-羟基-3-丁烯酸酯或α-羟基蛋氨酸类似物的酯的方法

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CN109942466B true CN109942466B (zh) 2021-08-27

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EP (2) EP3461806B1 (cg-RX-API-DMAC7.html)
JP (2) JP6788588B2 (cg-RX-API-DMAC7.html)
KR (1) KR102475064B1 (cg-RX-API-DMAC7.html)
CN (2) CN109942466B (cg-RX-API-DMAC7.html)
AU (1) AU2015352840B2 (cg-RX-API-DMAC7.html)
BR (1) BR112017011304B1 (cg-RX-API-DMAC7.html)
CA (1) CA2968906C (cg-RX-API-DMAC7.html)
CU (1) CU24499B1 (cg-RX-API-DMAC7.html)
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Publication number Priority date Publication date Assignee Title
AU2015352840B2 (en) 2014-11-28 2020-01-02 Haldor Topsøe A/S Process for preparing esters of lactic acid, and 2-hydroxy-3-butenoic acid or alfa-hydroxy methionine analogues from sugars
MX377376B (es) * 2015-04-30 2025-03-10 Haldor Topsoe As Un proceso para la preparacion de analogos alfa-hidroxilados de metionina a partir de azucares y derivados de los mismos.
TWI712584B (zh) 2016-05-04 2020-12-11 丹麥商托普索公司 新穎己二酯類化合物及其製備方法
CN106349060B (zh) * 2016-08-26 2020-06-12 上海交通大学 一种路易斯酸催化转化碳水化合物制备乳酸烷基酯的方法
CN109289909B (zh) * 2018-10-16 2021-03-19 郑州大学 一种催化复杂糖转化制备乳酸酯的催化剂
AU2020343325A1 (en) * 2019-09-06 2022-03-03 Kemin Industries, Inc. Processes for the preparation of alpha-hydroxy esters by esterification of alpha-hydroxy acids
CN111905802B (zh) * 2020-06-15 2022-01-18 厦门大学 一种使用钼-碱金属/碱土金属修饰的路易斯酸催化剂制乳酸酯的方法
CN113831238B (zh) * 2020-06-24 2024-05-03 中国石油化工股份有限公司 一种催化转化碳水化合物制备乳酸甲酯的方法
CN116272945B (zh) * 2023-01-16 2024-12-31 山东理工大学 酸碱碳基催化剂的制备方法及应用

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US4792620A (en) * 1983-10-14 1988-12-20 Bp Chemicals Limited Carbonylation catalysts
US4933161A (en) 1987-02-04 1990-06-12 Exxon Research And Engineering Company Tin substitution into zeolite frameworks
US5973200A (en) * 1997-01-23 1999-10-26 Novus International, Inc. Process for the preparation of 2-hydroxy-4-(methylthio) butanoic acid or methionine by mercaptan addition
DE10140202A1 (de) 2001-08-16 2003-03-06 Bayer Ag Vanadium-Imido-Phosphoraniminato für die Olefinpolymerisation
DE102005003990A1 (de) * 2005-01-28 2006-08-03 Degussa Ag Herstellung von 3-(Alkylthio)propanal
DK2184270T3 (da) * 2008-11-11 2013-04-15 Haldor Topsoe As Zeolit-katalyseret fremstilling af alpha-hydroxy carboxylsyreforbindelser og estere deraf
FR2938535B1 (fr) * 2008-11-20 2012-08-17 Arkema France Procede de fabrication de methylmercaptopropionaldehyde et de methionine a partir de matieres renouvelables
EP2415750B1 (en) * 2009-04-03 2018-02-14 Mitsubishi Gas Chemical Company, Inc. Method for producing alpha-hydroxycarboxylic acid ester
TWI630197B (zh) 2013-02-27 2018-07-21 丹麥商哈爾德杜薩公司 從包含低分子量羰基化合物之組成物移除甲醛的方法
LT3036040T (lt) 2013-08-20 2018-02-12 Haldor Topsoe A/S Cukrų konversijos į pieno rūgštį ir 2-hidroksi-3-buteno rūgštį arba jų esterius būdas, apimantis metalo-silikato medžiagą ir metalo joną
AU2015352840B2 (en) 2014-11-28 2020-01-02 Haldor Topsøe A/S Process for preparing esters of lactic acid, and 2-hydroxy-3-butenoic acid or alfa-hydroxy methionine analogues from sugars

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CN109942466A (zh) 2019-06-28
BR112017011304B1 (pt) 2020-04-14
US20190016674A1 (en) 2019-01-17
MX2020011677A (es) 2020-12-10
CA2968906A1 (en) 2016-06-02
CN107001253B (zh) 2019-03-12
MY194486A (en) 2022-11-30
AU2015352840B2 (en) 2020-01-02
WO2016083137A9 (en) 2016-08-25
WO2016083137A1 (en) 2016-06-02
KR102475064B1 (ko) 2022-12-07
US10343986B2 (en) 2019-07-09
JP2020125313A (ja) 2020-08-20
HUE051552T2 (hu) 2021-03-29
CA2968906C (en) 2023-09-12
CU24499B1 (es) 2021-02-04
CU20170072A7 (es) 2017-10-05
ES2813341T3 (es) 2021-03-23
PL3461806T3 (pl) 2021-02-08
US10100007B2 (en) 2018-10-16
HUE046852T2 (hu) 2020-03-30
ES2748690T3 (es) 2020-03-17
EP3224234A1 (en) 2017-10-04
KR20170091107A (ko) 2017-08-08
DK3461806T3 (da) 2020-09-28
DK3224234T3 (da) 2019-10-28
US20170334844A1 (en) 2017-11-23
RU2019131408A (ru) 2019-10-29
AU2015352840A1 (en) 2017-06-15
ZA201703204B (en) 2019-10-30
EP3461806B1 (en) 2020-08-05
JP6788588B2 (ja) 2020-11-25
RU2017122603A (ru) 2018-12-29
JP2017537096A (ja) 2017-12-14
US10280136B2 (en) 2019-05-07
EP3461806A1 (en) 2019-04-03
BR112017011304A2 (pt) 2018-07-10
SG11201704329UA (en) 2017-06-29
RU2710014C2 (ru) 2019-12-24
SG10201810447YA (en) 2018-12-28
JP6826225B2 (ja) 2021-02-03
CN107001253A (zh) 2017-08-01
NZ732280A (en) 2021-09-24
MX2017006538A (es) 2017-08-09
PL3224234T3 (pl) 2020-03-31
RU2017122603A3 (cg-RX-API-DMAC7.html) 2019-05-31
EP3224234B1 (en) 2019-08-14
US20190062271A1 (en) 2019-02-28

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