CN102395427B - 在Ru(II)催化剂存在下氢化酮类的方法 - Google Patents
在Ru(II)催化剂存在下氢化酮类的方法 Download PDFInfo
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- CN102395427B CN102395427B CN201080016781.3A CN201080016781A CN102395427B CN 102395427 B CN102395427 B CN 102395427B CN 201080016781 A CN201080016781 A CN 201080016781A CN 102395427 B CN102395427 B CN 102395427B
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- branched
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- straight chain
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- QWHNJUXXYKPLQM-UHFFFAOYSA-N CC1(C)CCCC1 Chemical compound CC1(C)CCCC1 QWHNJUXXYKPLQM-UHFFFAOYSA-N 0.000 description 1
- AHKFXHKFPRLHRG-UHFFFAOYSA-N CC1(C2)NC2C1 Chemical compound CC1(C2)NC2C1 AHKFXHKFPRLHRG-UHFFFAOYSA-N 0.000 description 1
- 0 Cc(cc1)ccc1S(N[C@@]([C@](c1ccccc1)NCCCC1=CCC=*C1)c1ccccc1)(=O)=O Chemical compound Cc(cc1)ccc1S(N[C@@]([C@](c1ccccc1)NCCCC1=CCC=*C1)c1ccccc1)(=O)=O 0.000 description 1
Classifications
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- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
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- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/22—Organic complexes
- B01J31/2282—Unsaturated compounds used as ligands
- B01J31/2295—Cyclic compounds, e.g. cyclopentadienyls
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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
- C07C29/132—Preparation 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
- C07C29/136—Preparation 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
- C07C29/143—Preparation 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 ketones
- C07C29/145—Preparation 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 ketones with hydrogen or hydrogen-containing gases
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/36—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids
- C07C303/40—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids by reactions not involving the formation of sulfonamide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
- C07C311/02—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C311/03—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atoms of the sulfonamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C311/05—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atoms of the sulfonamide groups bound to hydrogen atoms or to acyclic carbon atoms to acyclic carbon atoms of hydrocarbon radicals substituted by nitrogen atoms, not being part of nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
- C07C311/02—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C311/07—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
- C07C311/16—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
- C07C311/18—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical substituted by nitrogen atoms, not being part of nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
- C07C311/20—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/0046—Ruthenium compounds
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/0046—Ruthenium compounds
- C07F15/0053—Ruthenium compounds without a metal-carbon linkage
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- 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/60—Reduction reactions, e.g. hydrogenation
- B01J2231/64—Reductions in general of organic substrates, e.g. hydride reductions or hydrogenations
- B01J2231/641—Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes
- B01J2231/643—Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes of R2C=O or R2C=NR (R= C, H)
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- 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
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0213—Complexes without C-metal linkages
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- 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
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0238—Complexes comprising multidentate ligands, i.e. more than 2 ionic or coordinative bonds from the central metal to the ligand, the latter having at least two donor atoms, e.g. N, O, S, P
-
- 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
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0238—Complexes comprising multidentate ligands, i.e. more than 2 ionic or coordinative bonds from the central metal to the ligand, the latter having at least two donor atoms, e.g. N, O, S, P
- B01J2531/0241—Rigid ligands, e.g. extended sp2-carbon frameworks or geminal di- or trisubstitution
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- 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
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/82—Metals of the platinum group
- B01J2531/821—Ruthenium
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of the iron group metals or copper
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- C07C2531/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (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)
- Catalysts (AREA)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610855651.8A CN106466641B (zh) | 2009-03-17 | 2010-03-17 | 在Ru(II)催化剂存在下氢化酮类的方法 |
| CN201410219928.9A CN104030950B (zh) | 2009-03-17 | 2010-03-17 | 在Ru(II)催化剂存在下氢化酮类的方法 |
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0904553A GB0904553D0 (en) | 2009-03-17 | 2009-03-17 | Process |
| GB0904553.5 | 2009-03-17 | ||
| US22169009P | 2009-06-30 | 2009-06-30 | |
| US61/221,690 | 2009-06-30 | ||
| GB0913166A GB0913166D0 (en) | 2009-07-29 | 2009-07-29 | Process |
| GB0913166.5 | 2009-07-29 | ||
| PCT/GB2010/050456 WO2010106364A2 (en) | 2009-03-17 | 2010-03-17 | Process |
Related Child Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610855651.8A Division CN106466641B (zh) | 2009-03-17 | 2010-03-17 | 在Ru(II)催化剂存在下氢化酮类的方法 |
| CN201410219928.9A Division CN104030950B (zh) | 2009-03-17 | 2010-03-17 | 在Ru(II)催化剂存在下氢化酮类的方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102395427A CN102395427A (zh) | 2012-03-28 |
| CN102395427B true CN102395427B (zh) | 2016-03-16 |
Family
ID=42629538
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410219928.9A Active CN104030950B (zh) | 2009-03-17 | 2010-03-17 | 在Ru(II)催化剂存在下氢化酮类的方法 |
| CN201080016781.3A Active CN102395427B (zh) | 2009-03-17 | 2010-03-17 | 在Ru(II)催化剂存在下氢化酮类的方法 |
| CN201610855651.8A Active CN106466641B (zh) | 2009-03-17 | 2010-03-17 | 在Ru(II)催化剂存在下氢化酮类的方法 |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410219928.9A Active CN104030950B (zh) | 2009-03-17 | 2010-03-17 | 在Ru(II)催化剂存在下氢化酮类的方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610855651.8A Active CN106466641B (zh) | 2009-03-17 | 2010-03-17 | 在Ru(II)催化剂存在下氢化酮类的方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (4) | US9416100B2 (enExample) |
| EP (2) | EP2805765B1 (enExample) |
| JP (3) | JP5721695B2 (enExample) |
| CN (3) | CN104030950B (enExample) |
| ES (2) | ES2628755T3 (enExample) |
| SI (2) | SI2805765T1 (enExample) |
| WO (1) | WO2010106364A2 (enExample) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104030950B (zh) * | 2009-03-17 | 2017-01-04 | 约翰森·马瑟公开有限公司 | 在Ru(II)催化剂存在下氢化酮类的方法 |
| US9217005B2 (en) | 2010-08-26 | 2015-12-22 | Takasago International Corporation | Ruthenium-diamine complexes and method for producing optically active compounds |
| CN103502208B (zh) * | 2011-04-28 | 2016-01-13 | 高砂香料工业株式会社 | 二胺化合物的制造方法 |
| WO2012153684A1 (ja) * | 2011-05-06 | 2012-11-15 | 高砂香料工業株式会社 | ルテニウム-ジアミン錯体および光学活性化合物の製造方法 |
| JP6048762B2 (ja) * | 2011-10-31 | 2016-12-21 | 高砂香料工業株式会社 | 光学活性β−ヒドロキシ−α−アミノカルボン酸エステルの製造方法 |
| GB201219716D0 (en) | 2012-11-02 | 2012-12-12 | Univ Warwick | Catalyst and process for synthesising the same |
| CN104854068A (zh) * | 2012-12-18 | 2015-08-19 | 帝斯曼知识产权资产管理有限公司 | 由(r)-6,10-14-三甲基十五碳-5-烯-2-酮制备的(6r,10r)-6,10,14-三甲基十五烷-2-酮 |
| CN103408597B (zh) * | 2013-06-06 | 2015-12-09 | 温州大学 | 一种芳烃钌配合物及其合成方法 |
| WO2015063790A1 (en) * | 2013-11-01 | 2015-05-07 | Council Of Scientific And Industrial Research | Catalyst for asymmetric transfer hydrogenation of ketones and imines |
| GB201416628D0 (en) * | 2014-09-19 | 2014-11-05 | Johnson Matthey Plc | Complexes and methods for their preparation |
| US20180264449A1 (en) * | 2014-10-10 | 2018-09-20 | Takasago International Corporation | Solid-supported ruthenium-diamine complexes, and methods for producing optically active compounds |
| US10954185B2 (en) | 2015-10-07 | 2021-03-23 | Council Of Scientific & Industrial Research | Eco-friendly process for hydrogenation or/and hydrodeoxygenation of organic compound using hydrous ruthenium oxide catalyst |
| CN105618143B (zh) * | 2016-03-09 | 2017-11-03 | 山西大学 | 一种七元氮杂镁金属催化剂及其制备方法和应用 |
| GB201818113D0 (en) | 2018-11-06 | 2018-12-19 | Syngenta Participations Ag | Process |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1079960A (zh) * | 1992-01-31 | 1993-12-29 | 霍夫曼-拉罗奇有限公司 | 不对称氢化 |
| CN1571791A (zh) * | 2002-10-15 | 2005-01-26 | 贝林格尔·英格海姆国际有限公司 | 作为复分解反应(预)催化剂的钌络合物 |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3431591A1 (de) | 1984-08-28 | 1986-03-13 | Diamalt AG, 8000 München | Verfahren zur herstellung von aminoverbindungen aus hydroxylverbindungen |
| GB9118603D0 (en) | 1991-08-30 | 1991-10-16 | Shell Int Research | Process for the preparation of alcohols |
| JP3410120B2 (ja) * | 1991-08-30 | 2003-05-26 | シエル・インターナシヨネイル・リサーチ・マーチヤツピイ・ベー・ウイ | アルコールの製造方法 |
| DE19725643A1 (de) * | 1997-06-18 | 1998-12-24 | Basf Ag | Optisch aktive Diphosphinliganden |
| US6187961B1 (en) * | 1997-11-06 | 2001-02-13 | Roche Vitamins Inc. | Process for the preparation of trans-(R,R)-actinol |
| GB0029356D0 (en) | 2000-12-01 | 2001-01-17 | Avecia Ltd | Transfer hydrogenation |
| US7446236B2 (en) * | 2002-12-02 | 2008-11-04 | Solvias Ag | Catalytic hydrogenation of carbon-heteroatom double bonds |
| JP4437648B2 (ja) | 2003-07-18 | 2010-03-24 | セントラル硝子株式会社 | 光学活性1−(2−トリフルオロメチルフェニル)エチルアミンの製造方法 |
| JP4718452B2 (ja) * | 2004-03-29 | 2011-07-06 | 高砂香料工業株式会社 | 光学活性遷移金属−ジアミン錯体及びこれを用いた光学活性アルコール類の製造方法 |
| US20070225528A1 (en) | 2004-03-29 | 2007-09-27 | Nagoya Industrial Science Research Center | Process for Producing Optically Active Alcohol |
| GB0425320D0 (en) | 2004-11-17 | 2004-12-22 | Johnson Matthey Plc | Diamines |
| WO2008012240A1 (en) * | 2006-07-27 | 2008-01-31 | F. Hoffmann-La Roche Ag | Asymmetric hydrogenation of 1,1,1-trifluoroacetone |
| WO2009130056A1 (en) * | 2008-04-25 | 2009-10-29 | Synthon B.V. | Process for making montelukast intermediates |
| CN102131881B (zh) | 2008-08-20 | 2016-01-20 | Lg化学株式会社 | 粘合剂 |
| CN104030950B (zh) | 2009-03-17 | 2017-01-04 | 约翰森·马瑟公开有限公司 | 在Ru(II)催化剂存在下氢化酮类的方法 |
| JP2015061022A (ja) * | 2013-09-20 | 2015-03-30 | 凸版印刷株式会社 | 電子モジュール及びその製造方法 |
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2010
- 2010-03-17 CN CN201410219928.9A patent/CN104030950B/zh active Active
- 2010-03-17 US US13/257,166 patent/US9416100B2/en active Active
- 2010-03-17 JP JP2012500318A patent/JP5721695B2/ja active Active
- 2010-03-17 EP EP14171583.9A patent/EP2805765B1/en active Active
- 2010-03-17 SI SI201032061T patent/SI2805765T1/sl unknown
- 2010-03-17 ES ES10710411.9T patent/ES2628755T3/es active Active
- 2010-03-17 SI SI201031438A patent/SI2408557T1/sl unknown
- 2010-03-17 WO PCT/GB2010/050456 patent/WO2010106364A2/en not_active Ceased
- 2010-03-17 CN CN201080016781.3A patent/CN102395427B/zh active Active
- 2010-03-17 EP EP10710411.9A patent/EP2408557B1/en active Active
- 2010-03-17 ES ES14171583T patent/ES2863542T3/es active Active
- 2010-03-17 CN CN201610855651.8A patent/CN106466641B/zh active Active
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2014
- 2014-08-13 US US14/458,320 patent/US20140357903A1/en not_active Abandoned
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2015
- 2015-03-24 JP JP2015061022A patent/JP6510848B2/ja active Active
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2016
- 2016-05-27 US US15/167,177 patent/US20160271599A1/en not_active Abandoned
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2017
- 2017-09-19 JP JP2017179550A patent/JP2018048135A/ja not_active Withdrawn
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2018
- 2018-03-27 US US15/937,502 patent/US10406514B2/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN1079960A (zh) * | 1992-01-31 | 1993-12-29 | 霍夫曼-拉罗奇有限公司 | 不对称氢化 |
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Also Published As
| Publication number | Publication date |
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| CN106466641B (zh) | 2020-06-09 |
| WO2010106364A2 (en) | 2010-09-23 |
| US20180290133A1 (en) | 2018-10-11 |
| US20120123142A1 (en) | 2012-05-17 |
| JP2012520865A (ja) | 2012-09-10 |
| JP2018048135A (ja) | 2018-03-29 |
| US10406514B2 (en) | 2019-09-10 |
| CN104030950A (zh) | 2014-09-10 |
| US20140357903A1 (en) | 2014-12-04 |
| ES2628755T3 (es) | 2017-08-03 |
| US9416100B2 (en) | 2016-08-16 |
| WO2010106364A3 (en) | 2011-06-30 |
| US20160271599A1 (en) | 2016-09-22 |
| EP2805765A1 (en) | 2014-11-26 |
| CN102395427A (zh) | 2012-03-28 |
| JP6510848B2 (ja) | 2019-05-08 |
| JP5721695B2 (ja) | 2015-05-20 |
| CN104030950B (zh) | 2017-01-04 |
| SI2805765T1 (sl) | 2021-04-30 |
| JP2015157819A (ja) | 2015-09-03 |
| CN106466641A (zh) | 2017-03-01 |
| EP2408557B1 (en) | 2017-03-15 |
| EP2408557A2 (en) | 2012-01-25 |
| ES2863542T3 (es) | 2021-10-11 |
| EP2805765B1 (en) | 2020-12-23 |
| SI2408557T1 (sl) | 2017-05-31 |
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