GB2515603B - Process for producing (R)-3-Hydroxybutyl (R)-3-Hydroxybutyrate - Google Patents

Process for producing (R)-3-Hydroxybutyl (R)-3-Hydroxybutyrate

Info

Publication number
GB2515603B
GB2515603B GB1404577.7A GB201404577A GB2515603B GB 2515603 B GB2515603 B GB 2515603B GB 201404577 A GB201404577 A GB 201404577A GB 2515603 B GB2515603 B GB 2515603B
Authority
GB
United Kingdom
Prior art keywords
hydroxybutyrate
hydroxybutyl
producing
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.)
Expired - Fee Related
Application number
GB1404577.7A
Other languages
English (en)
Other versions
GB2515603A (en
GB201404577D0 (en
Inventor
Kieran Clarke
Richard Lewis Veech
M Todd King
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.)
Oxford University Innovation Ltd
US Department of Health and Human Services
Original Assignee
Oxford University Innovation Ltd
US Department of Health and Human Services
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 Oxford University Innovation Ltd, US Department of Health and Human Services filed Critical Oxford University Innovation Ltd
Publication of GB201404577D0 publication Critical patent/GB201404577D0/en
Publication of GB2515603A publication Critical patent/GB2515603A/en
Application granted granted Critical
Publication of GB2515603B publication Critical patent/GB2515603B/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00Preparation of oxygen-containing organic compounds
    • C12P7/62Carboxylic acid esters
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/18Polyhydroxylic acyclic alcohols
    • C07C31/20Dihydroxylic alcohols
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/18Polyhydroxylic acyclic alcohols
    • C07C31/20Dihydroxylic alcohols
    • C07C31/2071,4-Butanediol; 1,3-Butanediol; 1,2-Butanediol; 2,3-Butanediol
    • 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/03Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/66Esters 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
    • C07C69/67Esters 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
    • C07C69/675Esters 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07Optical isomers
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E50/00Technologies for the production of fuel of non-fossil origin
    • Y02E50/10Biofuels, e.g. bio-diesel

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Biotechnology (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
GB1404577.7A 2013-03-14 2014-03-14 Process for producing (R)-3-Hydroxybutyl (R)-3-Hydroxybutyrate Expired - Fee Related GB2515603B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US201361783167P 2013-03-14 2013-03-14

Publications (3)

Publication Number Publication Date
GB201404577D0 GB201404577D0 (en) 2014-04-30
GB2515603A GB2515603A (en) 2014-12-31
GB2515603B true GB2515603B (en) 2015-10-14

Family

ID=50336299

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1404577.7A Expired - Fee Related GB2515603B (en) 2013-03-14 2014-03-14 Process for producing (R)-3-Hydroxybutyl (R)-3-Hydroxybutyrate

Country Status (13)

Country Link
US (2) US11566268B2 (https=)
EP (1) EP2984066B1 (https=)
JP (1) JP6110959B2 (https=)
KR (1) KR102265842B1 (https=)
CN (1) CN105246870A (https=)
AU (1) AU2014230120B2 (https=)
BR (1) BR112015023334B1 (https=)
CA (1) CA2905225C (https=)
DK (1) DK2984066T3 (https=)
ES (1) ES2623368T3 (https=)
GB (1) GB2515603B (https=)
SG (1) SG11201507685UA (https=)
WO (1) WO2014140308A1 (https=)

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DK2240017T3 (da) 2008-01-04 2019-06-17 Univ Oxford Innovation Ltd Ketonlegemer og ketonlegemsestere som blodlipid-sænkende midler
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GB201002983D0 (en) 2010-02-22 2010-04-07 Tdeltas Ltd Nutritinal composition
EP2914251B1 (en) 2012-11-05 2019-08-21 The United States of America, as represented by The Secretary, Department of Health and Human Services Ketone bodies to protect tissues from damage by ionizing radiation
GB201304467D0 (en) 2013-03-12 2013-04-24 Tdeltas Ltd Compound for use in protecting skin
SG11201507685UA (en) 2013-03-14 2015-10-29 Isis Innovation Process for producing (r)-3-hydroxybutyl (r)-3-hydroxybutyrate
US9388114B2 (en) 2013-08-02 2016-07-12 Eastman Chemical Company Compositions including an alkyl 3-hydroxybutyrate
US9249378B2 (en) 2013-08-02 2016-02-02 Eastman Chemical Company Aqueous cleaning compositions having enhanced properties
US9255059B2 (en) 2013-08-02 2016-02-09 Eastman Chemical Company Method for producing an alkyl 3-hydroxybutyrate
US9163202B2 (en) 2013-08-02 2015-10-20 Eastman Chemical Company Aqueous cleaning compositions including an alkyl 3-hydroxybutyrate
ES2828005T3 (es) * 2016-01-06 2021-05-25 Archer Daniels Midland Co Procedimiento para producir 1,3-butanodiol y para producir además opcionalmente (R)-3-hidroxibutirato de (R)-3-hidroxibutilo
CN114292190B (zh) 2016-06-07 2025-04-11 J大卫格莱斯顿研究机构 丁二醇的中链脂肪酸酯,其组合物、口服制剂及其应用方法
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GB201710229D0 (en) 2017-06-27 2017-08-09 Tdeltas Ltd Compounds for new use
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US11760963B2 (en) 2017-08-23 2023-09-19 KetoneAid Inc. Ketogenic beer and alcoholic beverage mixture containing non-racemic ethyl 3-hydroxybutyrate and/or 1,3 butanediol
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JP7039940B2 (ja) * 2017-11-09 2022-03-23 トヨタ自動車株式会社 車両制御装置
WO2019147503A1 (en) * 2018-01-25 2019-08-01 Buck Institute For Research On Aging Synthesis of 3-hydroxybutyryl 3-hydroxybutyrate and related compounds
GB2575623B (en) 2018-06-04 2022-10-26 Tdeltas Ltd 3-hydroxybutyrate esters for treating cancer cachexia
GB2577723A (en) 2018-10-04 2020-04-08 Tdeltas Ltd Compounds for new use
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CN113045416B (zh) * 2021-03-23 2023-08-18 南京纽邦生物科技有限公司 一种(r)-3-羟基丁酰-(r)-3-羟基丁酯的制备方法
CA3223325A1 (en) 2021-06-28 2023-01-05 Roberto Vianna Nonato Methods to produce therapeutic formulations comprising hydroxybutirate and hydroxyvalerate, therapeutic formulations and uses thereof
WO2025143117A1 (ja) * 2023-12-28 2025-07-03 株式会社カネカ バイオマス由来ヒドロキシアルカン酸エステルの製造方法
CN119019245A (zh) * 2024-08-16 2024-11-26 上海康鑫化工有限公司 医药级3-羟基丁酸钠的制备方法

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US20140308719A1 (en) 2014-10-16
CA2905225C (en) 2021-05-04
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EP2984066A1 (en) 2016-02-17
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HK1205100A1 (zh) 2015-12-11
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AU2014230120A1 (en) 2015-10-08
BR112015023334B1 (pt) 2021-05-18
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AU2014230120B2 (en) 2018-06-21
CN105246870A (zh) 2016-01-13

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