EA033302B9 - (6r,10r)-6,10,14-триметилпентадекан-2-он, получаемый из 6,10,14-триметилпентадека-5,9,13-триен-2-она или 6,10,14-триметилпентадека-5,9-диен-2-она - Google Patents
(6r,10r)-6,10,14-триметилпентадекан-2-он, получаемый из 6,10,14-триметилпентадека-5,9,13-триен-2-она или 6,10,14-триметилпентадека-5,9-диен-2-онаInfo
- Publication number
- EA033302B9 EA033302B9 EA201500665A EA201500665A EA033302B9 EA 033302 B9 EA033302 B9 EA 033302B9 EA 201500665 A EA201500665 A EA 201500665A EA 201500665 A EA201500665 A EA 201500665A EA 033302 B9 EA033302 B9 EA 033302B9
- Authority
- EA
- Eurasian Patent Office
- Prior art keywords
- trimetylpentadeca
- trimetylpentadecan
- trien
- dien
- mixture
- Prior art date
Links
- WHWDWIHXSPCOKZ-IAGOWNOFSA-N (6r,10r)-6,10,14-trimethylpentadecan-2-one Chemical compound CC(C)CCC[C@@H](C)CCC[C@@H](C)CCCC(C)=O WHWDWIHXSPCOKZ-IAGOWNOFSA-N 0.000 title abstract 2
- LTUMRKDLVGQMJU-UHFFFAOYSA-N 6,10,14-trimethylpentadeca-5,9,13-trien-2-one Chemical compound CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=O LTUMRKDLVGQMJU-UHFFFAOYSA-N 0.000 title 1
- MCLZEUMAJZAYEK-UHFFFAOYSA-N 6,10,14-trimethylpentadeca-5,9-dien-2-one Chemical compound CC(C)CCCC(C)=CCCC(C)=CCCC(C)=O MCLZEUMAJZAYEK-UHFFFAOYSA-N 0.000 title 1
- 239000000203 mixture Substances 0.000 abstract 3
- 238000000034 method Methods 0.000 abstract 2
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 abstract 2
- LTUMRKDLVGQMJU-VHSABMJYSA-N (5z,9z)-6,10,14-trimethylpentadeca-5,9,13-trien-2-one Chemical compound CC(C)=CCC\C(C)=C/CC\C(C)=C/CCC(C)=O LTUMRKDLVGQMJU-VHSABMJYSA-N 0.000 abstract 1
- MCLZEUMAJZAYEK-VHSABMJYSA-N (5z,9z)-6,10,14-trimethylpentadeca-5,9-dien-2-one Chemical compound CC(C)CCC\C(C)=C/CC\C(C)=C/CCC(C)=O MCLZEUMAJZAYEK-VHSABMJYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 238000009876 asymmetric hydrogenation reaction Methods 0.000 abstract 1
- 229910052741 iridium Inorganic materials 0.000 abstract 1
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 238000007040 multi-step synthesis reaction Methods 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/17—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds
-
- 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
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/36—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
- C07C29/38—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones
- C07C29/42—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones with compounds containing triple carbon-to-carbon bonds, e.g. with metal-alkynes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/48—Preparation of compounds having groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/30—Compounds having groups
- C07C43/303—Compounds having groups having acetal carbon atoms bound to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/30—Compounds having groups
- C07C43/313—Compounds having groups containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/62—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by hydrogenation of carbon-to-carbon double or triple bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/81—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C07C45/82—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
- C07D311/70—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with two hydrocarbon radicals attached in position 2 and elements other than carbon and hydrogen in position 6
- C07D311/72—3,4-Dihydro derivatives having in position 2 at least one methyl radical and in position 6 one oxygen atom, e.g. tocopherols
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/12—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
-
- 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
-
- 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
- C07B2200/09—Geometrical isomers
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Crystallography & Structural Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Obesity (AREA)
- Nutrition Science (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Seasonings (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Pyrane Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Fats And Perfumes (AREA)
- Cosmetics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP12197812 | 2012-12-18 | ||
| PCT/EP2013/077233 WO2014096098A1 (en) | 2012-12-18 | 2013-12-18 | (6r,10r)-6,10,14-trimetylpentadecan-2-one prepared from 6,10,14-trimetylpentadeca-5,9,13-trien-2-one or 6,10,14-trimetylpentadeca-5,9-dien-2-one |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EA201500665A1 EA201500665A1 (ru) | 2015-12-30 |
| EA033302B1 EA033302B1 (ru) | 2019-09-30 |
| EA033302B9 true EA033302B9 (ru) | 2020-01-22 |
Family
ID=47458691
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EA201500665A EA033302B9 (ru) | 2012-12-18 | 2013-12-18 | (6r,10r)-6,10,14-триметилпентадекан-2-он, получаемый из 6,10,14-триметилпентадека-5,9,13-триен-2-она или 6,10,14-триметилпентадека-5,9-диен-2-она |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US9611200B2 (enExample) |
| EP (1) | EP2935185B1 (enExample) |
| JP (1) | JP6582324B2 (enExample) |
| CN (1) | CN104854071B (enExample) |
| BR (1) | BR112015014423B1 (enExample) |
| EA (1) | EA033302B9 (enExample) |
| MY (1) | MY173272A (enExample) |
| WO (1) | WO2014096098A1 (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9452961B2 (en) * | 2012-12-18 | 2016-09-27 | Dsm Ip Assets B.V. | (6R,10R)-6,10,14-trimetylpentadecan-2-one prepared from 6,10-dimetylundec-5-en-2-one or 6,10-dimetylundeca-5,9-dien-2-one |
| JP6390048B2 (ja) * | 2012-12-18 | 2018-09-19 | ディーエスエム アイピー アセッツ ビー．ブイ．Ｄｓｍ Ｉｐ Ａｓｓｅｔｓ Ｂ．Ｖ． | 組み合わされた不斉水素化によって特定の生成物を定量的に得るためのｅ／ｚ異性体の混合物の使用 |
| JP6406676B2 (ja) * | 2012-12-18 | 2018-10-17 | ディーエスエム アイピー アセッツ ビー．ブイ．Ｄｓｍ Ｉｐ Ａｓｓｅｔｓ Ｂ．Ｖ． | 不斉水素化および異性化を組み合わせることによって特定の生成物を定量的に得るためのｅ／ｚ異性体の混合物の使用 |
| WO2017098050A1 (en) * | 2015-12-11 | 2017-06-15 | Dsm Ip Assets B.V. | Process for the manufacture of 6,10,14-trimethylpentadecan-2-one, isophytol and alpha-tocopherol |
| EP4034528A1 (en) | 2019-09-25 | 2022-08-03 | Bayer Aktiengesellschaft | Process comprising the use of new iridium catalysts for enantioselective hydrogenation of 4-substituted 1,2-dihydroquinolines |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2302992A1 (fr) * | 1974-09-10 | 1976-10-01 | Kuraray Co | Procede pour preparer des isomeres stereospecifiques de geranylacetone |
| US4028385A (en) * | 1974-09-02 | 1977-06-07 | Kuraray Co., Ltd. | Process for preparing stereospecific farnesylacetic acid and ester thereof |
| US5600015A (en) * | 1992-04-16 | 1997-02-04 | Hoffmann-La Roche Inc. | Assymetric hydrogenation of isoprene derivatives |
| WO2006066863A1 (en) * | 2004-12-22 | 2006-06-29 | Dsm Ip Assets B.V. | Asymmetric hydrogenation of alkennes using chiral iridium complexes |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6036479A (ja) * | 1983-08-08 | 1985-02-25 | Kotobuki Seiyaku Kk | １，３−ジオキサン誘導体、本化合物を有効成分とする抗潰瘍剤及びその製造方法 |
| US5028385A (en) | 1989-04-10 | 1991-07-02 | Baldi Alfonso L | Treatment of metals for coating or activation |
| US5073659A (en) * | 1989-08-22 | 1991-12-17 | Eisai Co., Ltd. | Process for the preparation of terpenes |
| US5349071A (en) * | 1992-11-25 | 1994-09-20 | Loyola University Of Chicago | Process for preparing tertiary alkynols |
| US5955636A (en) * | 1996-07-05 | 1999-09-21 | Kuraray Co., Ltd. | Process for producing 6-methyl-3-hepten-2-one and 6-methyl-2-heptanone analogues, and process for producing phyton or isophytol |
| EP0970953B1 (en) | 1998-07-10 | 2004-09-29 | DSM IP Assets B.V. | Manufacture of d,1-alpha-tocopherol |
| DE19840747A1 (de) | 1998-09-07 | 2000-03-09 | Basf Ag | Kontinuierliches Verfahren zur Herstellung von ungesättigten Ketonen |
| CN1242968C (zh) | 2001-09-28 | 2006-02-22 | Dsmip资产有限公司 | 乙炔化方法 |
| JP4780959B2 (ja) | 2002-08-16 | 2011-09-28 | ディーエスエム アイピー アセッツ ビー．ブイ． | エチニル化法 |
| EP1778661B1 (en) | 2004-06-11 | 2014-01-22 | DSM IP Assets B.V. | Process for the manufacture of chroman derivatives, especially alpha-tocopherol and alkanoates thereof |
| EP2522647B1 (en) | 2011-05-10 | 2014-04-30 | DSM IP Assets B.V. | Process of separating chiral isomers of chroman compounds and their derivatives and precursors |
| EP2535323A1 (en) * | 2011-06-14 | 2012-12-19 | DSM IP Assets B.V. | Hydrogenation of ketones having at least a carbon-carbon double bond in the gamma-,delta-position |
| JP6442782B2 (ja) * | 2012-12-18 | 2018-12-26 | ディーエスエム アイピー アセッツ ビー．ブイ．Ｄｓｍ Ｉｐ Ａｓｓｅｔｓ Ｂ．Ｖ． | 不飽和化合物のためのシス／トランス異性化触媒としてのポリチオール |
| JP6390048B2 (ja) * | 2012-12-18 | 2018-09-19 | ディーエスエム アイピー アセッツ ビー．ブイ．Ｄｓｍ Ｉｐ Ａｓｓｅｔｓ Ｂ．Ｖ． | 組み合わされた不斉水素化によって特定の生成物を定量的に得るためのｅ／ｚ異性体の混合物の使用 |
| CN110563566A (zh) * | 2012-12-18 | 2019-12-13 | 帝斯曼知识产权资产管理有限公司 | 一氧化氮作为不饱和化合物的顺式/反式异构化催化剂 |
| US9452961B2 (en) * | 2012-12-18 | 2016-09-27 | Dsm Ip Assets B.V. | (6R,10R)-6,10,14-trimetylpentadecan-2-one prepared from 6,10-dimetylundec-5-en-2-one or 6,10-dimetylundeca-5,9-dien-2-one |
| CN104936938B (zh) * | 2012-12-18 | 2017-05-31 | 帝斯曼知识产权资产管理有限公司 | 使用添加剂不对称氢化不饱和酮的有效方法 |
| JP6406676B2 (ja) * | 2012-12-18 | 2018-10-17 | ディーエスエム アイピー アセッツ ビー．ブイ．Ｄｓｍ Ｉｐ Ａｓｓｅｔｓ Ｂ．Ｖ． | 不斉水素化および異性化を組み合わせることによって特定の生成物を定量的に得るためのｅ／ｚ異性体の混合物の使用 |
-
2013
- 2013-12-18 EA EA201500665A patent/EA033302B9/ru not_active IP Right Cessation
- 2013-12-18 BR BR112015014423-3A patent/BR112015014423B1/pt active IP Right Grant
- 2013-12-18 JP JP2015547085A patent/JP6582324B2/ja active Active
- 2013-12-18 MY MYPI2015701971A patent/MY173272A/en unknown
- 2013-12-18 WO PCT/EP2013/077233 patent/WO2014096098A1/en not_active Ceased
- 2013-12-18 US US14/652,297 patent/US9611200B2/en active Active
- 2013-12-18 EP EP13814521.4A patent/EP2935185B1/en active Active
- 2013-12-18 CN CN201380065784.XA patent/CN104854071B/zh active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4028385A (en) * | 1974-09-02 | 1977-06-07 | Kuraray Co., Ltd. | Process for preparing stereospecific farnesylacetic acid and ester thereof |
| FR2302992A1 (fr) * | 1974-09-10 | 1976-10-01 | Kuraray Co | Procede pour preparer des isomeres stereospecifiques de geranylacetone |
| US5600015A (en) * | 1992-04-16 | 1997-02-04 | Hoffmann-La Roche Inc. | Assymetric hydrogenation of isoprene derivatives |
| WO2006066863A1 (en) * | 2004-12-22 | 2006-06-29 | Dsm Ip Assets B.V. | Asymmetric hydrogenation of alkennes using chiral iridium complexes |
Non-Patent Citations (1)
| Title |
|---|
| JUSTICIA, J. OLTRA, J.E. CUERVA, J.M.: "Palladium mediated C-H activation in the field of terpenoids: synthesis of rostratone", TETRAHEDRON LETTERS, ELSEVIER LTD., AMSTERDAM, NL, vol. 45, no. 22, 24 May 2004 (2004-05-24), AMSTERDAM, NL, pages 4293 - 4296, XP004506345, ISSN: 0040-4039, DOI: 10.1016/j.tetlet.2004.04.005 * |
Also Published As
| Publication number | Publication date |
|---|---|
| MY173272A (en) | 2020-01-09 |
| CN104854071A (zh) | 2015-08-19 |
| BR112015014423B1 (pt) | 2020-12-01 |
| US20150329456A1 (en) | 2015-11-19 |
| WO2014096098A1 (en) | 2014-06-26 |
| EA033302B1 (ru) | 2019-09-30 |
| CN104854071B (zh) | 2018-05-11 |
| BR112015014423A2 (pt) | 2017-07-11 |
| EP2935185B1 (en) | 2019-02-20 |
| EP2935185A1 (en) | 2015-10-28 |
| JP2016506393A (ja) | 2016-03-03 |
| US9611200B2 (en) | 2017-04-04 |
| JP6582324B2 (ja) | 2019-10-02 |
| EA201500665A1 (ru) | 2015-12-30 |
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