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1. 发明授权

US06841691B2 Process for the preparation of enantiomerically enriched esters and alcohols 失效
标题翻译：用于制备对映体富集的酯和醇的方法
公开(公告)号：US06841691B2
公开(公告)日：2005-01-11
申请号：US10296840
申请日：2001-05-21
申请人： Gerardus Karel Maria Verzijl , Johannes Gerardus Vries De , Quirinus Bernardus Broxterman
发明人： Gerardus Karel Maria Verzijl , Johannes Gerardus Vries De , Quirinus Bernardus Broxterman
IPC分类号： C07B53/00 , C07B55/00 , C07C29/143 , C07C33/20 , C12P41/00 , C11G3/00
CPC分类号： C12P41/004
摘要： Method for the preparation of an enantiomerically enriched ester, in which a mixture of the enantiomers of the corresponding secondary alcohol is subjected, in the presence of an acyl donor, to an enantioselective conversion in the presence of a racemisation catalyst upon which the ester is formed and an acyl donor residue is obtained, and in which the acyl donor residue is irreversibly removed from the phase in which the enantioselective conversion takes place. Preferably the enantioselective conversion is carried out enzymatically and a transfer hydrogenation catalyst is used as racemisation catalyst.The secondary alcohol can be formed in situ from the corresponding ketone, in the presence of a hydrogen donor. It is also possible to use a mixture of the secondary alcohol and the corresponding ketone as substrate.Preferably the acyl donor is chosen so that the acyl donor residue is converted in situ into another compound and/or the acyl donor residue is removed via distillation under reduced pressure.The enantiomerically enriched esters obtained can subsequently be converted into the corresponding enantiomerically enriched alcohols, which are desirable intermediate products in the preparation of liquid crystals, agro chemicals or pharmaceuticals.
摘要翻译：制备对映异构体富集的酯的方法，其中将相应的仲醇的对映异构体的混合物在酰基供体的存在下在形成酯的外消旋催化剂存在下进行对映选择性转化并且获得酰基供体残基，并且其中酰基供体残基从其中进行对映选择性转化的相不可逆地除去。优选地，对映选择性转化酶进行酶促转移氢化催化剂作为外消旋化催化剂。仲醇可以在氢供体存在下由相应的酮原位形成。还可以使用仲醇和相应的酮的混合物作为底物。优选地选择酰基供体，使得酰基供体残基原位转化成另一种化合物和/或通过蒸馏除去酰基供体残留物所得到的对映异构体富集的酯可以随后转化成相应的对映异构体富集的醇，这在制备液晶，农用化学品或药物中是理想的中间产物。

2. 发明申请

US20100305325A1 PROCESS FOR THE PREPARATION OF AN ENANTIOMERIC TRISUBSTITUTED 3,4-DIHYDRO-ISOQUINOLINE DERIVATIVE 有权
标题翻译：制备三羟甲基丙酮衍生物的方法
公开(公告)号：US20100305325A1
公开(公告)日：2010-12-02
申请号：US12810176
申请日：2008-12-23
申请人： Erhard Bappert , Andreas Hendrikus Maria De Vries , Doris Domin , Matthias Helms , Christoph Imboden , Zarghun Nazir , Wolfgang Skranc , Felix Spindler , Michael Stanek , Wilhelm Tschebull , Gerardus Karel Maria Verzijl
发明人： Erhard Bappert , Andreas Hendrikus Maria De Vries , Doris Domin , Matthias Helms , Christoph Imboden , Zarghun Nazir , Wolfgang Skranc , Felix Spindler , Michael Stanek , Wilhelm Tschebull , Gerardus Karel Maria Verzijl
IPC分类号： C07D217/20
CPC分类号： C07D217/02
摘要： The present invention relates to a process for the preparation of the compound of formula (7) which process comprises the hydrogenation of the compound of formula (4) using bis[chloro-1,5-cyclooctadiene-iridium], (S)-i-dicyclohexylphosphino-2-[(S)-α-(dimethylamino)-2-(dicyclohexylphosphino)benzyl]-ferrocene as a catalyst.
摘要翻译：本发明涉及制备式（7）化合物的方法，该方法包括使用双[氯-1,5-环辛二烯 - 铱]，（S）-i 二环己基膦基-2 - [（S）-α-（二甲基氨基）-2-（二环己基膦基）苄基] - 二茂铁作为催化剂。

3. 发明申请

US20130252288A1 ENANTIOSELECTIVE REDUCTION 审中-公开
标题翻译：增强选择性减少
公开(公告)号：US20130252288A1
公开(公告)日：2013-09-26
申请号：US12668082
申请日：2008-07-11
申请人： Stefaan Marie André De Wildeman , Henricus Martinus Maria Straatman , Gerardus Karel Maria Verzijl , Linda M. Vermote , Andreas Hendrikus Maria De Vries
发明人： Stefaan Marie André De Wildeman , Henricus Martinus Maria Straatman , Gerardus Karel Maria Verzijl , Linda M. Vermote , Andreas Hendrikus Maria De Vries
IPC分类号： C12P17/10 , C12P7/26 , C12P7/22 , C12P7/24
CPC分类号： C12P17/10 , C12P7/22 , C12P7/24 , C12P7/26 , C12P13/02 , C12P41/002
摘要： The invention relates to a process for the preparation of a chiral compound, comprising enantioselectively reducing a carbon-carbon double bond of an α,β-unsaturated compound in a mixture comprising both an E isomer and a Z isomer of the α,β-unsaturated compound, wherein both E isomer and Z isomer are converted in the presence of a hydrogenation catalyst.
摘要翻译：本发明涉及一种制备手性化合物的方法，包括在包含α，β-不饱和的E异构体和Z异构体的混合物的对映体选择性还原α，β-不饱和化合物的碳 - 碳双键化合物，其中E异构体和Z异构体在氢化催化剂存在下转化。

4. 发明申请

US20100304451A1 PROCESS FOR THE PREPARATION OF AN ENANTIOMERICALLY AND/OR DIASTEREOMERICALLY ENRICHED ESTER, THIOESTER, ALCOHOL OR THIOL 审中-公开
标题翻译：制备高效和/或二酯盐酸盐，硫醇，酒精或硫醇的方法
公开(公告)号：US20100304451A1
公开(公告)日：2010-12-02
申请号：US12682927
申请日：2008-10-15
申请人： Gerardus Karel Maria Verzijl , Peter Jan Leonard Mario Quaedflieg , Quirinus Bernardus Broxterman
发明人： Gerardus Karel Maria Verzijl , Peter Jan Leonard Mario Quaedflieg , Quirinus Bernardus Broxterman
IPC分类号： C12P17/12 , C12P11/00 , C12P7/62 , C12P17/10 , C12P17/04 , C07C319/02 , C07C27/02
CPC分类号： C12P7/6436 , C12P13/001 , C12P13/02 , C12P41/004
摘要： The invention relates to a process for preparing an enantiomerically and/or diastereomerically enriched ester or thioester having at least two adjacent chiral centres, wherein a mixture of stereoisomers of a secondary alcohol or thiol having a structure comprising a first chiral center forming a secondary alcohol or secondary thiol moiety in the beta position relative to a second chiral center having one hydrogen substituent, is reacted with an acyl donor in the presence of an epimerisation catalyst and a stereoselective acylation catalyst.
摘要翻译：本发明涉及一种制备具有至少两个相邻手性中心的对映异构体和/或非对映体富集的酯或硫酯的方法，其中仲醇或硫醇的立体异构体的混合物具有包含形成仲醇的第一手性中心或在相对于具有一个氢取代基的第二手性中心处于β位置的仲硫醇部分与酰基供体在差向异构化催化剂和立体选择性酰化催化剂存在下反应。

5. 发明授权

US08314238B2 Process for the preparation of an enantiomeric trisubstituted 3,4-dihydro-isoquinoline derivative 有权
标题翻译：制备对映体三取代3,4-二氢异喹啉衍生物的方法
公开(公告)号：US08314238B2
公开(公告)日：2012-11-20
申请号：US12810176
申请日：2008-12-23
申请人： Erhard Bappert , Andreas Hendrikus Maria De Vries , Doris Domin , Matthias Helms , Christoph Imboden , Zarghun Nazir , Wolfgang Skranc , Felix Spindler , Michael Stanek , Wilhelm Tschebull , Gerardus Karel Maria Verzijl
发明人： Erhard Bappert , Andreas Hendrikus Maria De Vries , Doris Domin , Matthias Helms , Christoph Imboden , Zarghun Nazir , Wolfgang Skranc , Felix Spindler , Michael Stanek , Wilhelm Tschebull , Gerardus Karel Maria Verzijl
IPC分类号： C07D217/20 , A61K31/47
CPC分类号： C07D217/02
摘要： The present invention relates to a process for the preparation of the compound of formula (7) which process comprises the hydrogenation of the compound of formula (4) using bis[chloro-1,5-cyclooctadiene-iridium], (S)-i-dicyclohexylphosphino-2-[(S)-α-(dimethylamino)-2-(dicyclohexylphosphino)benzyl]-ferrocene as a catalyst.
摘要翻译：本发明涉及制备式（7）化合物的方法，该方法包括使用双[氯-1,5-环辛二烯 - 铱]，（S）-i 二环己基膦基-2 - [（S）-α-（二甲基氨基）-2-（二环己基膦基）苄基] - 二茂铁作为催化剂。

6. 发明授权

US07884223B2 Chiral compound suitable as a catalyst for asymmetric transfer hydrogenation 有权
标题翻译：适用于不对称转移氢化催化剂的手性化合物
公开(公告)号：US07884223B2
公开(公告)日：2011-02-08
申请号：US11667381
申请日：2005-11-10
申请人： Johannes Gerardus (Hans) De Vries , Gerardus Karel Maria Verzijl , Andreas Hendrikus Maria De Vries , Vincent Ritleng , Adeline Marie Joseèphe Voelklin
发明人： Johannes Gerardus (Hans) De Vries , Gerardus Karel Maria Verzijl , Andreas Hendrikus Maria De Vries , Vincent Ritleng , Adeline Marie Joseèphe Voelklin
IPC分类号： C07F15/00 , B01J31/00
CPC分类号： C07F17/02
摘要： The invention relates to an enantiomerically enriched chiral compound comprising a transition metal M, which comprises four, five or six coordinating groups of which at least one pair is linked together to form a bidentate ligand, in which M is directly bound via one single σ-bond to a carbon atom of an optionally substituted and/or optionally fused (hetero)aromatic ring of said bidentate ligand and in which M is directly bound to a nitrogen atom of a primary or secondary amino group of said bidentate ligand, thereby forming a metallacycle between said bidentate ligand and the metal M, said metal M being selected from the metals of groups 8 and 9 of the Periodic Table of the Elements, in particular iron, ruthenium, osmium, cobalt, rhodium, or iridium. The chiral compound can be used as a catalyst, preferably in an asymmetric transfer hydrogenation process. The invention further relates to a process for an asymmetric transfer hydrogenation of a prochiral compound in the presence of a hydrogen donor and the chiral compound of the invention comprising a transition metal chosen from the metals of groups 8, 9 and 10 of the Periodic Table, in particular iron, ruthenium, osmium, cobalt, rhodium, iridium, nickel, palladium or platinum as the catalyst.
摘要翻译：本发明涉及包含过渡金属M的对映异构体富集的手性化合物，其包含四个，五个或六个配位基团，其中至少一对连接在一起形成双齿配体，其中M通过一个单一的直接结合; 与所述二齿配位体的任选取代的和/或任选稠合的（杂）芳族环的碳原子键合，并且其中M直接键合到所述二齿配位体的伯或仲氨基的氮原子上，从而形成所述二齿配体和金属M之间的金属循环，所述金属M选自元素周期表第8和9族的金属，特别是铁，钌，锇，钴，铑或铱。手性化合物可以用作催化剂，优选在不对称转移氢化方法中。本发明还涉及在氢供体和含有选自元素周期表第8,9和10族的金属的过渡金属的本发明的手性化合物的存在下前手性化合物的不对称转移氢化的方法，特别是铁，钌，锇，钴，铑，铱，镍，钯或铂作为催化剂。

7. 发明申请

US20090298118A1 Enzymatic Conversion of Oligopeptide Amides to Oligopeptide Alkylesters 审中-公开
标题翻译：寡肽酰胺对寡肽烷基酯的酶转化
公开(公告)号：US20090298118A1
公开(公告)日：2009-12-03
申请号：US12083285
申请日：2006-10-19
申请人： Peter Jan Leonard Mario Quaedflieg , Theodorus Sonke , Gerardus Karel Maria Verzijl , Roel Wim Wiertz
发明人： Peter Jan Leonard Mario Quaedflieg , Theodorus Sonke , Gerardus Karel Maria Verzijl , Roel Wim Wiertz
IPC分类号： C12P21/00
CPC分类号： C12P21/00
摘要： The present invention relates to enzymatic oligopeptide synthesis in the N→C direction, in particular to a process for the preparation of an optionally N-protected oligopeptide C-terminal alkylester comprising the step of reacting the corresponding optionally N-protected oligopeptide C-terminal carboxyamide with an alkyl alcohol, preferably methanol, in the presence of a peptide amidase. The formed C-terminal alkylester can subsequently be used for the coupling with another amino acid residue or oligopeptide. Therefore, inventors have found a very advantageous process for the preparation of oligopeptides.
摘要翻译：本发明涉及在N-> C方向的酶促寡肽合成，特别涉及制备任选N-保护的寡肽C端烷基酯的方法，该方法包括使相应的任选N-保护的寡肽C末端羧酰胺与烷基醇，优选甲醇在肽酰胺酶存在下反应。形成的C-末端烷基酯随后可用于与另一氨基酸残基或寡肽的偶联。因此，发明人已经发现了制备寡肽的非常有利的方法。

8. 发明申请

US20080269529A1 Chiral Compound Suitable as a Catalyst for Asymmetric Transfer Hydrogenation 有权
标题翻译：适用于不对称转移氢化催化剂的手性化合物
公开(公告)号：US20080269529A1
公开(公告)日：2008-10-30
申请号：US11667381
申请日：2005-11-10
申请人： Johannes Gerardus (Hans) Vries De , Gerardus Karel Maria Verzijl , Andreas Hendrikus Maria Vries De , Vincent Ritleng , Adeline Marie Josephe Voelklin
发明人： Johannes Gerardus (Hans) Vries De , Gerardus Karel Maria Verzijl , Andreas Hendrikus Maria Vries De , Vincent Ritleng , Adeline Marie Josephe Voelklin
IPC分类号： C07F17/00 , C07C29/143
CPC分类号： C07F17/02
摘要： The invention relates to an enantiomerically enriched chiral compound comprising a transition metal M, which comprises four, five or six coordinating groups of which at least one pair is linked together to form a bidentate ligand, in which M is directly bound via one single σ-bond to a carbon atom of an optionally substituted and/or optionally fused (hetero)aromatic ring of said bidentate ligand and in which M is directly bound to a nitrogen atom of a primary or secondary amino group of said bidentate ligand, thereby forming a metallacycle between said bidentate ligand and the metal M, said metal M being selected from the metals of groups 8 and 9 of the Periodic Table of the Elements, in particular iron, ruthenium, osmium, cobalt, rhodium, or iridium. The chiral compound can be used as a catalyst, preferably in an asymmetric transfer hydrogenation process. The invention further relates to a process for an asymmetric transfer hydrogenation of a prochiral compound in the presence of a hydrogen donor and the chiral compound of the invention comprising a transition metal chosen from the metals of groups 8, 9 and 10 of the Periodic Table, in particular iron, ruthenium, osmium, cobalt, rhodium, iridium, nickel, palladium or platinum as the catalyst.
摘要翻译：本发明涉及包含过渡金属M的对映异构体富集的手性化合物，其包含四个，五个或六个配位基团，其中至少一对连接在一起形成双齿配体，其中M通过一个单一的σ- 键合到所述二齿配位体的任选取代的和/或任选稠合的（杂）芳族环的碳原子，其中M直接与所述二齿配位体的伯或仲氨基的氮原子结合，由此形成金属环在所述二齿配体和金属M之间，所述金属M选自元素周期表第8和9族的金属，特别是铁，钌，锇，钴，铑或铱。手性化合物可以用作催化剂，优选在不对称转移氢化方法中。本发明还涉及在氢供体和含有选自元素周期表第8,9和10族的金属的过渡金属的本发明的手性化合物的存在下前手性化合物的不对称转移氢化的方法，特别是铁，钌，锇，钴，铑，铱，镍，钯或铂作为催化剂。

9. 发明授权

US07371901B2 Process for the preparation of alkynols 失效
标题翻译：制备炔醇的方法
公开(公告)号：US07371901B2
公开(公告)日：2008-05-13
申请号：US10575757
申请日：2004-10-14
申请人： Quirinus Bernardus Broxterman , Gerardus Karel Maria Verzijl
发明人： Quirinus Bernardus Broxterman , Gerardus Karel Maria Verzijl
IPC分类号： C07C27/10 , C07C29/10 , C07C35/00
CPC分类号： C12P7/04 , C07C29/00 , C07C29/095 , C12P9/00 , C12P41/007 , C07C33/042
摘要： Process for the preparation of an alkynol with formula HC≡C—CH(OH)—R2(formula 2) wherein R2 represents methyl, halomethyl or ethyl, wherein the corresponding silyl-protected alkynol ester with formula 1 wherein R1 represents H, or an optionally substituted alkyl, an optionally substituted alkenyl or an optionally substituted (hetero)aryl group, R2 is as defined above and A3Si represents a trisubstituted silyl group wherein each A independently represents an optionally substituted alkyl or an optionally substituted (hetero)aryl group, in the presence of water and at least an equivalent amount of amine functionalities is converted into the alkynol with formula 2. Preferably, the amount of water is between 0.5 and 3 equivalents calculated with respect to the amount of silyl-protected alkynol ester with formula (1).
摘要翻译：其中R 2代表甲基，卤代甲基或乙基的具有式HC≡C-CH（OH）-R 2（式2）的炔醇的方法，其中相应的具有式1的甲硅烷基保护的炔醇酯，其中R 1表示H，或任选取代的烷基，任选取代的烯基或任选取代的（杂）芳基，R 2 O >如上所定义，并且A 3 Si表示三取代的甲硅烷基，其中每个A独立地表示任选取代的烷基或任选取代的（杂）芳基，在水存在下和至少相当于胺官能团的量被转化为具有式2的炔醇。优选地，相对于式（1）的甲硅烷基保护的炔醇酯的量，水的量为0.5-3当量。

10. 发明授权

US08088954B2 Preparation of a saturated aldehyde 失效
标题翻译：制备饱和醛
公开(公告)号：US08088954B2
公开(公告)日：2012-01-03
申请号：US12668232
申请日：2008-07-11
申请人： Gerardus Karel Maria Verzijl , Henricus Martinus Maria Gerardus Straatman , Andreas Hendrikus Maria De Vries , Lizette Schmieder , Jeroen Antonius Franciscus Boogers
发明人： Gerardus Karel Maria Verzijl , Henricus Martinus Maria Gerardus Straatman , Andreas Hendrikus Maria De Vries , Lizette Schmieder , Jeroen Antonius Franciscus Boogers
IPC分类号： C07C47/105 , C07C45/67 , C07C41/18
CPC分类号： C07C47/277 , C07C37/002 , C07C37/62 , C07C41/22 , C07C41/26 , C07C45/562 , C07C45/62 , C07C47/27 , C07C69/78 , C07C309/73 , C12P7/04 , C12P7/24 , C07C43/23 , C07C43/225 , C07C39/373 , C07C39/24 , C07C39/11
摘要： The invention relates to a compound according to Formula (IX) and salts thereof, wherein R1, R2 and R5 are each independently selected from H and hydrocarbon moieties, which hydrocarbon moieties optionally comprise one or more heteroatoms, and which hydrocarbons optionally comprise substituents, or when the compound according to formula (IX) is a salt, R1 and/or R2 may be a cation, R3, and R4 each independently selected from hydrocarbon moieties, which hydrocarbon moieties optionally comprise one or more heteroatoms, and which hydrocarbons optionally comprise substituents, and wherein any two of R1, R2, R3, R4 and R5 are optionally linked together to form a ring structure. The invention further relates to the preparation of such a compound and to the use of such a compound for preparing a pharmaceutical compound, an agrochemical compound, an intermediate for a pharmaceutical compound or an intermediate for an agrochemical compound.
摘要翻译：本发明涉及式（IX）化合物及其盐，其中R 1，R 2和R 5各自独立地选自H和烃部分，该烃部分任选地包含一个或多个杂原子，并且该烃任选地包含取代基，或当式（IX）化合物为盐时，R 1和/或R 2可以是阳离子，R 3和R 4各自独立地选自烃部分，该烃部分任选地包含一个或多个杂原子，并且该烃任选地包含取代基并且其中R 1，R 2，R 3，R 4和R 5中的任何两个任选地连接在一起以形成环结构。本发明还涉及这种化合物的制备以及这种化合物用于制备药物化合物，农药化合物，药物化合物的中间体或农药化合物的中间体的用途。

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