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1. 发明专利

HRP930321B1 PROCESS FOR THE ENANTIOSELECTION SYNTHESIS OF ALKYLATED OXYNDOLES USED AS INTERMEDIATES IN THE PREPARATION OF PHYSOSTIGMINE 未知
公开(公告)号：HRP930321B1
公开(公告)日：1999-02-28
申请号：HRP930321
申请日：1993-03-11
申请人： GEORGE S. K. WONG
发明人： WONG GEORGE S K
IPC分类号： B01J31/02 , C07B57/00 , C07B61/00 , C07D209/34 , C07D487/04
摘要： A process for the stereoselective synthesis of [R]- and [S]-2,3-dihydro-1,3-dimethyl-2-oxo-1H-indole-3-acetonitriles comprises reacting racemic and 5-alkoxy-substituted (+/-)-1,3-dimethyloxindoles with a halogenated acetonitrile in the presence of a substituted N-benzyl cinchoninium, quinidinium, cinchonidinium, or quininium catalyst. The resulting alkylated oxindoles can be converted to primary amines by catalytic reduction in the presence of hydrogen gas. One of the primary amines, such as enantiomers of 3-(2-aminoethyl)-1,3-dihydro-1,3-dimethyl-5-methoxy-2H-indol-2-one, can be enriched by contact with a chiral tartaric acid in an amount sufficient to preferentially precipitate a salt of the chiral acid and one of the enantiomers. The product can be used in the synthesis of stereospecific forms of physostigmine and related compounds having pharmaceutical activity.

2. 发明授权

US08222427B2 Bisulfite purification of an alpha-keto amide 有权
标题翻译：亚硫酸氢盐净化α-酮酰胺
公开(公告)号：US08222427B2
公开(公告)日：2012-07-17
申请号：US12518736
申请日：2007-12-13
申请人： George S. K. Wong , Jeonghan Park , Tetsuo Iwama , Anantha R. Sudhakar
发明人： George S. K. Wong , Jeonghan Park , Tetsuo Iwama , Anantha R. Sudhakar
IPC分类号： C07D209/00
CPC分类号： C07D209/52
摘要： This disclosure relates to novel processes useful in the purification of keto-amide, ketone and aldehyde compounds, which are useful as inhibitors of the hepatitis C virus (HCV) NS3 protease and have application in the treatment of conditions caused by HCV. The processes of this disclosure relate to purification via a bisulfite adduct. In particular, this disclosure relates to processes useful in the purification of the keto-amide compound of Formula I, (1R,5S)-N-[3-amino-1-(cyclobutylmethyl)-2,3-dioxopropyl]-3-[2(S)-[[[(1,1-dimethylethyl)amino]carbonyl]-amino]-3,3-dimethyl-1-oxobutyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexan-2(S)-carboxamide:
摘要翻译：本公开涉及用于纯化酮酰胺，酮和醛化合物的新方法，其可用作丙型肝炎病毒（HCV）NS3蛋白酶的抑制剂，并且可用于治疗由HCV引起的病症。本公开的方法涉及通过亚硫酸氢盐加合物的纯化。特别地，本公开涉及用于纯化式I的酮酰胺化合物，（1R，5S）-N- [3-氨基-1-（环丁基甲基）-2,3-二氧代丙基] -3- [2（S） - [[[（1,1-二甲基乙基）氨基]羰基] - 氨基] -3,3-二甲基-1-氧代丁基] -6,6-二甲基-3-氮杂双环[3.1.0] -2（S） - 甲酰胺：

3. 发明授权

US08198463B2 Process for the preparation of 6,6-dimethyl-3-azabicyclo-[3.3.0]-hexane compounds and enantiomeric salts thereof 有权
标题翻译： 6,6-二甲基-3-氮杂双环[3.3.0] - 己烷化合物及其对映异构体盐的制备方法
公开(公告)号：US08198463B2
公开(公告)日：2012-06-12
申请号：US12757322
申请日：2010-04-09
申请人： George Wu , Frank X. Chen , Paitoon Rashatasakhon , Jeffrey M. Eckert , George S. K. Wong , Hong-Chang Lee , Nolan C. Erickson , Jennifer Ann Vance , Peter C. Nirchio , Juergen Weber , David Jieh-Shyh Tsai , Nanfei Zou
发明人： George Wu , Frank X. Chen , Paitoon Rashatasakhon , Jeffrey M. Eckert , George S. K. Wong , Hong-Chang Lee , Nolan C. Erickson , Jennifer Ann Vance , Peter C. Nirchio , Juergen Weber , David Jieh-Shyh Tsai , Nanfei Zou
IPC分类号： C07D209/52
CPC分类号： C07D209/54 , C07D209/52
摘要： The present invention provides for a process for preparing racemic methyl 6,6-dimethyl-3-azabicyclo[3,1,0]hexane-2-carboxylate, its corresponding salt: (1R,2S,5S)-methyl 6,6-dimethyl-3-azabicyclo[3,1,0]hexane-2-carboxylate di-p-toluoyl-D-tartaric acid (“D-DTTA”) salt or a (1S,2R,5R)-methyl 6,6-dimethyl-3-azabicyclo[3,1,0]hexane-2-carboxylate di-p-toluoyl-L-tartaric acid salt (“L-DTTA”) in a high enantiomeric excess. This invention also provides for a process for preparing a (1R,2S,5S)-methyl 6,6-dimethyl-3-azabicyclo[3,1,0]hexane-2-carboxylate dibenzoyl-D-tartaric acid (“D-DBTA”) salt or a (1S,2R,5R)-methyl 6,6-dimethyl-3-azabicyclo[3,1,0]hexane-2-carboxylate L-tartaric acid (“L-DBTA”) salt in a high enantiomeric excess. Further, this invention provides a process for preparing intermediates II, IIB, III, IV, IV salt, V, VI, and VII.
摘要翻译：本发明提供了制备6,6-二甲基-3-氮杂双环[3,1,0]己烷-2-羧酸外消旋甲酯及其相应盐的方法：（1R，2S，5S）二甲基-3-氮杂双环[3,1,0]己烷-2-羧酸酯二对甲苯甲酰-D-酒石酸（“D-DTTA”）盐或（1S，2R，5R）二甲基-3-氮杂双环[3,1,0]己烷-2-羧酸酯二对甲苯甲酰基-L-酒石酸盐（“L-DTTA”）。本发明还提供了制备（1R，2S，5S） - 6,6-二甲基-3-氮杂双环[3,1,0]己烷-2-羧酸二苯甲酰基-D-酒石酸（“D- DBTA“）盐或（1S，2R，5R） - 6,6-二甲基-3-氮杂双环[3,1,0]己烷-2-羧酸甲酯将L-酒石酸（”L-DBTA“ 高对映体过量。此外，本发明提供了制备中间体II，IIB，III，IV，IV盐，V，VI和VII的方法。

4. 发明授权

US08163937B2 Process for preparing (1R,2S,5S)-N-[(1S)-3-amino-1-(cyclobutylmethyl)-2,3-dioxopropyl]-3-[(2S)-2-[[[(1,1-dimethylethyl)amino]-carbonyl]amino]-3,3-dimethyl-1-oxobutyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide 有权
标题翻译：制备（1R，2S，5S）-N - [（1S）-3-氨基-1-（环丁基甲基）-2,3-二氧代丙基] -3 - [（2S）-2 - [[ 1-二甲基乙基）氨基] - 羰基]氨基] -3,3-二甲基-1-氧代丁基] -6,6-二甲基-3-氮杂双环[3.1.0]己烷-2-甲酰胺
公开(公告)号：US08163937B2
公开(公告)日：2012-04-24
申请号：US12519485
申请日：2007-12-18
申请人： George S. K. Wong , Hong-Chang Lee , Jennifer A. Vance , Weidong Tong , Tetsuo Iwama
发明人： George S. K. Wong , Hong-Chang Lee , Jennifer A. Vance , Weidong Tong , Tetsuo Iwama
IPC分类号： C07D209/52
CPC分类号： C07D209/52
摘要： The present invention relates also to a process for the preparation of intermediate compounds useful in preparing the compounds of Formula (I) using the process of Scheme (II).
摘要翻译：本发明还涉及使用方案（II）的方法制备可用于制备式（I）化合物的中间体化合物的方法。

5. 发明授权

US5521320A Process for the enantioselective synthesis of intermediates used in the preparation of physostigmine 失效
标题翻译：用于制备毒扁豆碱的中间体的对映选择性合成方法
公开(公告)号：US5521320A
公开(公告)日：1996-05-28
申请号：US67892
申请日：1993-05-27
申请人： Thomas B. K. Lee , George S. K. Wong
发明人： Thomas B. K. Lee , George S. K. Wong
IPC分类号： C07B57/00 , C07D209/10 , C07D209/34
CPC分类号： C07D209/34
摘要： This invention relates to a process of obtaining optically pure enantiomers of an alkylated oxindole selected from ##STR1## where R is methyl, ethyl or benzyl.
摘要翻译：本发明涉及一种获得烷基化羟吲哚的旋光纯对映异构体的方法，其中R是甲基，乙基或苄基。

6. 发明授权

US07569705B2 Process and intermediates for the preparation of (1R,2S,5S)-6,6-dimethyl-3-azabicyclo[3,1,0]hexane-2-carboxylates for salts thereof 失效
标题翻译：其制备用于其盐的（1R，2S，5S）-6,6-二甲基-3-氮杂双环[3,1,0]己烷-2-羧酸盐的方法和中间体
公开(公告)号：US07569705B2
公开(公告)日：2009-08-04
申请号：US11982875
申请日：2007-11-06
申请人： Jeonghan Park , Anantha R Sudhakar , George S. K. Wong , Minzhang Chen , Juergen Weber , Xiaojing Yang , Daw-long Kwok , Ingyu Jeon , Ramani R Raghavan , Maria Tamarez , Weidong Tong , Eugene J. Vater
发明人： Jeonghan Park , Anantha R Sudhakar , George S. K. Wong , Minzhang Chen , Juergen Weber , Xiaojing Yang , Daw-long Kwok , Ingyu Jeon , Ramani R Raghavan , Maria Tamarez , Weidong Tong , Eugene J. Vater
IPC分类号： C07D209/52
CPC分类号： C07C233/58 , C07B2200/07 , C07C69/74 , C07C215/20 , C07C271/18 , C07C2601/02 , C07D209/52
摘要： In one embodiment, the present application relates to a process of making a compound of formula I. and to certain intermediate compounds that are made within the process of making the compound of formula I.
摘要翻译：在一个实施方案中，本申请涉及制备式I化合物和在制备式I化合物的方法中制备的某些中间体化合物的方法。

7. 发明授权

US06914142B2 Synthesis of (4-bromopnenyl)(4-piperidyl)methanone-(Z)-O-ethyloxime and salts 失效
标题翻译：（4-溴代烯基）（4-哌啶基）甲酮 - （Z）-O-乙基肟和盐
公开(公告)号：US06914142B2
公开(公告)日：2005-07-05
申请号：US10269803
申请日：2002-10-11
申请人： George S. K. Wong , Jeonghan Park , Weidong Tong , Ramani Raghavan
发明人： George S. K. Wong , Jeonghan Park , Weidong Tong , Ramani Raghavan
IPC分类号： C07B61/00 , C07D211/28 , C07D401/06
CPC分类号： C07D211/28
摘要： In one embodiment, the present invention describes the synthesis of (4-bromophenyl) (4-piperidyl)methanone-(Z)—O-ethyloxime and its acid salts, and similar compounds, in high stereochemical purity.
摘要翻译：在一个实施方案中，本发明描述了具有高立体化学纯度的（4-溴苯基）（4-哌啶基）甲酮 - （Z）-O-乙基肟及其酸盐和类似化合物的合成。

8. 发明授权

US6075199A Body heat power generator 失效
标题翻译：体热发电机
公开(公告)号：US6075199A
公开(公告)日：2000-06-13
申请号：US296804
申请日：1999-04-23
申请人： George S. K. Wong
发明人： George S. K. Wong
IPC分类号： H01L35/00 , H01L35/34
CPC分类号： H01L35/00
摘要： A method and apparatus for generating electrical power using animal body heat as the sole energy source. The apparatus includes a plurality of thermocouples connected in series and thermal insulating material for retaining heat in the hot junction and thermal conducting material for conducting heat away from the cold junction whereby a temperature differential between the hot and cold junctions of the thermocouples is maintained body heat energy received by the hot junction is converted to electrical power. The apparatus can be used to replace or supplement the electrical power provided by a low-voltage battery to drive a microelectronic device.
摘要翻译：一种使用动物体热作为唯一能源产生电力的方法和装置。该装置包括串联连接的多个热电偶和用于在热结中保持热量的热绝缘材料和用于将热量从冷端传导出来的导热材料，由此热电偶的热接点和冷接点之间的温差保持体热由热接点接收的能量转换为电力。该装置可用于替代或补充由低压电池提供的电力来驱动微电子器件。

9. 发明授权

US5387695A Process for the chemical resolution of 5-alkoxy-substituted (+)-1,3-dimethyloxindolylethylamines 失效
标题翻译： 5-烷氧基取代的（+） - 1,3-二甲基氧基二乙胺的化学拆分方法
公开(公告)号：US5387695A
公开(公告)日：1995-02-07
申请号：US022605
申请日：1993-02-17
申请人： Thomas B. K. Lee , George S. K. Wong
发明人： Thomas B. K. Lee , George S. K. Wong
IPC分类号： C07B57/00 , C07D209/34
CPC分类号： C07D209/34
摘要： A process for chemically resolving a mixture of enantiomers of primary amines, such as enantiomers of 1,3-dimethyl-5-methoxyoxindolylethylamine, provides one of the enantiomers in the form of a tartaric acid salt. In carrying out the process, an enantiomeric mixture is contacted with a chiral acid in an amount sufficient to preferentially precipitate a salt of the chiral acid and one of the enantiomers. The resulting precipitate can then be recovered. The chiral acid is selected from the group consisting of dibenzoyl-D-tartaric acid, dibenzoyl-L-tartaric acid, ditoluoyl-D-tartaric acid, and ditoluoyl-L-tartaric acid. The precipitates can be used in the synthesis of stereospecific forms of physostigmine.
摘要翻译：用于化学拆分伯胺对映异构体如1,3-二甲基-5-甲氧基吲哚基乙胺的对映异构体的混合物的方法提供酒石酸盐形式的一种对映异构体。在进行该方法时，将对映异构体混合物与手性酸接触，其量足以优先沉淀手性酸盐和其中一种对映异构体。然后可以回收所得沉淀。手性酸选自二苯甲酰基-D-酒石酸，二苯甲酰基-L-酒石酸，二甲氧基-D-酒石酸和二甲酰基-L-酒石酸。沉淀物可用于立体特异性形式的毒扁豆碱合成。

10. 发明授权

US4988813A Process for the preparation of fused pyridine compounds 失效
标题翻译：稠合吡啶化合物的制备方法
公开(公告)号：US4988813A
公开(公告)日：1991-01-29
申请号：US229694
申请日：1988-08-08
申请人： Edward C. Taylor , George S. K. Wong
发明人： Edward C. Taylor , George S. K. Wong
IPC分类号： C07D471/04
CPC分类号： C07D471/04
摘要： 2-Amino-4-hydroxy-6-[2-(4-carboxyphenyl)alk-1-en-1-yl]pyrido[2,3,-d]pyrimidines and 2-amino-4-hydroxy-6-[2-(4-carboxyphenyl)alk-1-yn-1-yl]pyrido[2,3-d]pyrimidines are prepared through through the reaction of a haloaromatic compound and an unsaturated compound in the presence of a palladium catalyst. The products are chemical intermediates for the preparation of antineoplastic agents.A typical embodiment is the reaction of a protected 2-amino-4-hydroxy-6-ethynylpyrido[2,3-d]pyrimidine and an ester of 4-iodobenzoic acid.
摘要翻译： 2-氨基-4-羟基-6- [2-（4-羧基苯基）烷-1-烯-1-基]吡啶并[2,3-d]吡啶和2-氨基-4-羟基-6- 通过在钯催化剂存在下通过卤代芳族化合物和不饱和化合物的反应来制备[2-（4-羧基苯基）烷-1-基-1-基]吡啶并[2,3-d]吡啶亚胺。该产品是用于制备抗肿瘤药物的化学中间体。典型的实施方案是受保护的2-氨基-4-羟基-6-乙炔基吡啶并[2,3-d]嘧啶与4-碘苯甲酸的酯的反应。

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