IN2014DN02166A - - Google Patents
Info
- Publication number
- IN2014DN02166A IN2014DN02166A IN2166DEN2014A IN2014DN02166A IN 2014DN02166 A IN2014DN02166 A IN 2014DN02166A IN 2166DEN2014 A IN2166DEN2014 A IN 2166DEN2014A IN 2014DN02166 A IN2014DN02166 A IN 2014DN02166A
- Authority
- IN
- India
- Prior art keywords
- palmitoyl
- acetylglycerol
- preparing
- optically active
- racemate
- Prior art date
Links
- JJEYQTYWEVZYLY-UHFFFAOYSA-N (3-acetyloxy-2-hydroxypropyl) hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(O)COC(C)=O JJEYQTYWEVZYLY-UHFFFAOYSA-N 0.000 abstract 4
- 238000000034 method Methods 0.000 abstract 3
- 239000013543 active substance Substances 0.000 abstract 2
- 239000011541 reaction mixture Substances 0.000 abstract 2
- 239000000126 substance Substances 0.000 abstract 2
- GAKUNXBDVGLOFS-DUZKARGPSA-N (1-acetyloxy-3-hexadecanoyloxypropan-2-yl) (9z,12z)-octadeca-9,12-dienoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(COC(C)=O)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC GAKUNXBDVGLOFS-DUZKARGPSA-N 0.000 abstract 1
- QHZLMUACJMDIAE-UHFFFAOYSA-N 1-monopalmitoylglycerol Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(O)CO QHZLMUACJMDIAE-UHFFFAOYSA-N 0.000 abstract 1
- GAKUNXBDVGLOFS-UHFFFAOYSA-N PLA Natural products CCCCCCCCCCCCCCCC(=O)OCC(COC(C)=O)OC(=O)CCCCCCCC=CCC=CCCCCC GAKUNXBDVGLOFS-UHFFFAOYSA-N 0.000 abstract 1
- 239000012345 acetylating agent Substances 0.000 abstract 1
- 238000004440 column chromatography Methods 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- 229930195734 saturated hydrocarbon Natural products 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- 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
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/307—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of halogen; by substitution of halogen atoms by other halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B57/00—Separation of optically-active compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/10—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with ester groups or with a carbon-halogen bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/14—Preparation of carboxylic acid esters from carboxylic acid halides
-
- 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
- C07C67/52—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/22—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety
- C07C69/30—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety esterified with trihydroxylic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/34—Esters of acyclic saturated polycarboxylic acids having an esterified carboxyl group bound to an acyclic carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Disclosed are a method for preparing 1 palmitoyl 3 acetylglycerol in a high purity and a high yield without purification by column chromatography and a method for preparing 1 palmitoyl 2 linoleoyl 3 acetylglycerol in a high purity and a high yield using the same as a core intermediate. The method for preparing 1 palmitoyl 3 acetylglycerol comprises the following steps: reacting 1 palmitoylglycerol represented by chemical formula 2 in the specification a racemate or an optically active substance with an acetylating agent to prepare a reaction mixture containing 1 palmitoyl 3 acetylglycerol represented by chemical formula 1 in the specification a racemate or an optically active substance; and crystallizing the reaction mixture in a C C saturated hydrocarbon solvent to isolate the optically active 1 palmitoyl 3 acetylglycerol.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020110096341A KR101278874B1 (en) | 2011-09-23 | 2011-09-23 | Method for preparing of 1-palmitoyl-3-acetylglycerol and Method for preparing of 1-palmitoyl-2-linoleoyl-3-acetyl glycerol using the same |
| PCT/KR2012/007644 WO2013043009A2 (en) | 2011-09-23 | 2012-09-24 | Preparation method of 1-palmitoyl-3-acetylglycerol, and preparation method of 1-palmitoyl-2-linoleoyl-3-acetylglycerol using same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IN2014DN02166A true IN2014DN02166A (en) | 2015-05-15 |
Family
ID=47915041
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IN2166DEN2014 IN2014DN02166A (en) | 2011-09-23 | 2012-09-24 |
Country Status (11)
| Country | Link |
|---|---|
| US (3) | US20140243548A1 (en) |
| EP (1) | EP2759529B1 (en) |
| JP (1) | JP5799171B2 (en) |
| KR (1) | KR101278874B1 (en) |
| CN (1) | CN103827075B (en) |
| AU (1) | AU2012310342B2 (en) |
| CA (1) | CA2849289C (en) |
| ES (1) | ES2620103T3 (en) |
| IN (1) | IN2014DN02166A (en) |
| RU (1) | RU2566826C1 (en) |
| WO (1) | WO2013043009A2 (en) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101278874B1 (en) | 2011-09-23 | 2013-06-26 | 주식회사 엔지켐생명과학 | Method for preparing of 1-palmitoyl-3-acetylglycerol and Method for preparing of 1-palmitoyl-2-linoleoyl-3-acetyl glycerol using the same |
| US10098864B2 (en) | 2013-08-19 | 2018-10-16 | Enzychem Lifesciences Corporation | Composition containing monoacetyldiacylglycerol compound as active ingredient for preventing or treating asthma |
| US9808438B2 (en) | 2015-11-09 | 2017-11-07 | Enzychem Lifesciences Corporation | Method for treating mucositis |
| WO2017082708A1 (en) | 2015-11-14 | 2017-05-18 | 주식회사 엔지켐생명과학 | Method for treating paroxysmal nocturnal hemoglobinuria |
| WO2017082709A1 (en) | 2015-11-14 | 2017-05-18 | 주식회사 엔지켐생명과학 | Method for treating hemolytic uremic syndrome |
| IL274974B2 (en) | 2017-11-30 | 2025-03-01 | Enzychem Lifesciences Corp | Preparations for the prevention or treatment of acute radiation syndrome |
| KR102333606B1 (en) * | 2019-10-15 | 2021-12-01 | 주식회사 엔지켐생명과학 | Method for producing 1-palmitoyl-2-linoleoyl-3-acetyl glycerol |
| RU2758793C1 (en) * | 2021-03-29 | 2021-11-01 | Федеральное Государственное Бюджетное Образовательное Учреждение Высшего Образования «Новосибирский Государственный Технический Университет» | Adaptive starter-generator system |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0694438B2 (en) * | 1985-11-06 | 1994-11-24 | 株式会社ツムラ | Novel glycerin derivative |
| JPH0694438A (en) | 1992-09-14 | 1994-04-05 | Matsushita Electric Works Ltd | Appearance inspecting apparatus by light cutting method |
| JP3408337B2 (en) * | 1994-10-05 | 2003-05-19 | 花王株式会社 | Method for producing glycerin derivative |
| JPH09110787A (en) * | 1995-10-11 | 1997-04-28 | Hoechst Japan Ltd | Acetylation method of primary alcohol and phenol by solventless reaction |
| ATE236880T1 (en) * | 1996-12-11 | 2003-04-15 | Hoffmann La Roche | METHOD FOR PRODUCING MIXED ANHYDRIDES |
| KR100291743B1 (en) | 1997-11-20 | 2001-05-15 | 전길자 | Process for preparing glycerol derivative |
| WO1999026640A1 (en) * | 1997-11-20 | 1999-06-03 | Bukwang Pharm. Ind. Co., Ltd. | Pharmaceutical composition containing extracts of cervus nippon antlers having growth-stimulating activities of hematopoietic stem cells and megakaryocytes |
| KR100283010B1 (en) | 1997-11-20 | 2001-04-02 | 전길자 | Composition for promoting hematopoietic stem cell and platelet progenitor cell proliferation containing antler extract |
| KR20010008387A (en) * | 2000-11-30 | 2001-02-05 | 이성권 | Method for producing highly pure unsaturated fatty acid using crystallization |
| WO2005090274A1 (en) * | 2004-03-22 | 2005-09-29 | Enzychem Co., Ltd | Process for regioselective preparation of glycerol, derivative and intermediate therefor |
| KR20050118057A (en) * | 2004-04-24 | 2005-12-15 | 김상희 | Anti-cancer agent and health food containing acethyldiacylglycerole derivatives as an effective ingredient |
| KR100789323B1 (en) | 2005-07-20 | 2007-12-28 | 주식회사 엔지켐 | Site-selective preparation method of glycerol derivatives and intermediates thereof |
| WO2010006261A1 (en) * | 2008-07-10 | 2010-01-14 | Hong John J | Methods for inducing stem cell migration and specialization with ec-18 |
| KR101278874B1 (en) | 2011-09-23 | 2013-06-26 | 주식회사 엔지켐생명과학 | Method for preparing of 1-palmitoyl-3-acetylglycerol and Method for preparing of 1-palmitoyl-2-linoleoyl-3-acetyl glycerol using the same |
| JP6094438B2 (en) | 2013-09-27 | 2017-03-15 | トヨタ自動車株式会社 | Control device for internal combustion engine |
-
2011
- 2011-09-23 KR KR1020110096341A patent/KR101278874B1/en active Active
-
2012
- 2012-09-24 JP JP2014531727A patent/JP5799171B2/en active Active
- 2012-09-24 IN IN2166DEN2014 patent/IN2014DN02166A/en unknown
- 2012-09-24 WO PCT/KR2012/007644 patent/WO2013043009A2/en not_active Ceased
- 2012-09-24 ES ES12834214.4T patent/ES2620103T3/en active Active
- 2012-09-24 EP EP12834214.4A patent/EP2759529B1/en active Active
- 2012-09-24 CN CN201280046277.7A patent/CN103827075B/en active Active
- 2012-09-24 RU RU2014116232/04A patent/RU2566826C1/en active
- 2012-09-24 AU AU2012310342A patent/AU2012310342B2/en active Active
- 2012-09-24 US US14/346,783 patent/US20140243548A1/en not_active Abandoned
- 2012-09-24 CA CA2849289A patent/CA2849289C/en active Active
-
2015
- 2015-12-03 US US14/958,734 patent/US9701613B2/en active Active
-
2017
- 2017-03-03 US US15/448,728 patent/US20170183287A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| WO2013043009A2 (en) | 2013-03-28 |
| KR101278874B1 (en) | 2013-06-26 |
| US20160083329A1 (en) | 2016-03-24 |
| RU2566826C1 (en) | 2015-10-27 |
| EP2759529A4 (en) | 2015-05-20 |
| JP2014528945A (en) | 2014-10-30 |
| EP2759529A2 (en) | 2014-07-30 |
| ES2620103T3 (en) | 2017-06-27 |
| JP5799171B2 (en) | 2015-10-21 |
| US20170183287A1 (en) | 2017-06-29 |
| CA2849289A1 (en) | 2013-03-28 |
| KR20130032628A (en) | 2013-04-02 |
| WO2013043009A3 (en) | 2013-05-30 |
| CN103827075A (en) | 2014-05-28 |
| CA2849289C (en) | 2016-05-10 |
| US9701613B2 (en) | 2017-07-11 |
| AU2012310342B2 (en) | 2015-11-26 |
| AU2012310342A1 (en) | 2014-04-03 |
| EP2759529B1 (en) | 2016-12-21 |
| CN103827075B (en) | 2015-09-16 |
| US20140243548A1 (en) | 2014-08-28 |
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