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1. 发明授权

US5026844A Process for the preparation of 4-acyloxy-2-azetidinone derivatives 失效
标题翻译：制备4-酰氧基-2-氮杂环丁酮衍生物的方法
公开(公告)号：US5026844A
公开(公告)日：1991-06-25
申请号：US421331
申请日：1989-10-13
申请人： Masaji Ishiguro , Hiromitsu Iwata , Takashi Nakatsuka , Yasuo Yamada
发明人： Masaji Ishiguro , Hiromitsu Iwata , Takashi Nakatsuka , Yasuo Yamada
IPC分类号： C07D205/08 , C07F7/18
CPC分类号： C07F7/186 , C07D205/08
摘要： A process for producing 3-[1'-(R)-hydroxyethyl]-4-acyloxyazetidinone from 3-[1'-(R)-hydroxyethyl]-4-alkyl (or aryl) thioazetidinone using a copper salt of aliphatic or aromatic carboxylic acid is disclosed. The process is an effective route for producing 3-[1'-(R)-hydroxyethyl]-4-acyloxyazetidinone, and intermediate for synthesizing penems or carbapenems, without using a mercury salt which can cause an environmental hazard.
摘要翻译：使用脂族或芳族的铜盐从3- [1分钟 - （R） - 羟乙基] -4-烷基（或芳基）硫代氮杂环丁酮生产3- [1分钟 - （R） - 羟基乙基] -4-酰氧基氮杂环丁酮的方法羧酸。该方法是生产3- [1分钟 - （R） - 羟乙基] -4-酰氧基氮杂环丁酮的有效途径，它是一种用于合成青霉烯或碳青霉烯类的中间体，不使用会引起环境危害的汞盐。

2. 发明授权

US4997829A Penem compounds, and use thereof 失效
标题翻译： Penem化合物及其用途
公开(公告)号：US4997829A
公开(公告)日：1991-03-05
申请号：US496145
申请日：1990-03-09
申请人： Masaji Ishiguro , Hiromitsu Iwata , Takashi Nakatsuka
发明人： Masaji Ishiguro , Hiromitsu Iwata , Takashi Nakatsuka
IPC分类号： C07D499/897 , A61K31/425 , A61K31/43 , A61P31/04 , C07D499/00 , C07D499/06 , C07D499/88
CPC分类号： C07D499/88 , Y02P20/55
摘要： A penem compound represented by the general formula: ##STR1## (wherein R denotes hydrogen or allyl group, A denotes oxygen atom or methylene group and B denotes methylene, ethylene or carbonyl group) or a pharmacologically acceptable salt is produced through several processes.The compound exhibits stronger activities against wide variety of gram-positive and gram-negative bacteria as compared with known penem compounds.
摘要翻译：通过几个方法制备由以下通式表示的青霉烯化合物：其中R表示氢或烯丙基，A表示氧原子或亚甲基，B表示亚甲基，亚乙基或羰基）或药理学上可接受的盐。与已知的penem化合物相比，该化合物对各种革兰氏阳性和革兰氏阴性细菌表现出更强的活性。

3. 发明授权

US5506225A Antibacterial penem compounds 失效
标题翻译：抗菌青铜化合物
公开(公告)号：US5506225A
公开(公告)日：1996-04-09
申请号：US971828
申请日：1993-02-19
申请人： Hiromitsu Iwata , Takashi Nakatsuka , Rie Tanaka , Masaji Ishiguro
发明人： Hiromitsu Iwata , Takashi Nakatsuka , Rie Tanaka , Masaji Ishiguro
IPC分类号： A61K31/43 , A61K31/431 , A61P31/04 , C07D499/88 , C07D499/897 , C07D499/00
CPC分类号： C07D499/88
摘要： Antibiotic penem compounds are represented by the following formula: ##STR1## wherein R represents a physiological-hydrolyzable, ester-forming group. The physiologically hydrolyzable, ester-forming group useful in the penem compound of the present invention means a group which can be removed easily by in vivo hydrolysis, such as an acetyloxymethyl, 1-(acetyloxy)ethyl, pivaloyloxymethyl, 1-(ethoxycarbonyloxy)ethyl, 1-(isopropyloxycarbonyloxy)ethyl, 1-(cyclohexyloxycarbonyloxy)ethyl or 3-phthalidyl group. Antibiotic compositions for oral administration are also described.
摘要翻译： PCT No.PCT / JP91 / 01099 Sec。 371日期：1993年2月19日 102（e）日期1993年2月19日PCT 1991年8月16日PCT PCT。出版物WO92 / 03443 日期：1992年3月5日。抗生素penem化合物由下式表示：其中R表示生理水解性酯形成基团。可用于本发明青霉烯化合物的生理上可水解的酯形成基是指通过体内水解容易除去的基团，例如乙酰氧基甲基，1-（乙酰氧基）乙基，新戊酰氧基甲基，1-（乙氧基羰基氧基）乙基，1-（异丙氧基羰基氧基）乙基，1-（环己氧基羰基氧基）乙基或3-苯二酰基。还描述了用于口服给药的抗生素组合物。

4. 发明授权

US5885981A Antibacterial penem esters derivatives 失效
标题翻译：抗菌青蒿酯衍生物
公开(公告)号：US5885981A
公开(公告)日：1999-03-23
申请号：US470944
申请日：1995-06-06
申请人： Hiromitsu Iwata , Takashi Nakatsuka , Rie Tanaka , Masaji Ishiguro
发明人： Hiromitsu Iwata , Takashi Nakatsuka , Rie Tanaka , Masaji Ishiguro
IPC分类号： C07D499/897 , A61K31/43 , A61K31/431 , A61P31/04 , C07D499/04 , C07D499/88 , C07D499/887 , C07D499/893 , C07D477/06
CPC分类号： C07D499/88
摘要： Antibiotic penem compounds are represented by the following formula: ##STR1## wherein R represents a group of the general formula: ##STR2## in which R.sub.1 is a hydrogen atom or linear or branched C.sub.1 --C.sub.6 alkyl group, R.sub.2 is a particular substituted or unsubstituted alkyl, aryl or aralkyl group, n is an integer of 1-6, Y is a 5- or 6-membered heterocyclic aliphatic group having 1 or 2 oxygen atoms in the ring thereof, and Z is a specific 5-substituted 2-oxo-1,3-dioxolen-4-yl group. Antibiotic compositions for oral administration are also described.
摘要翻译：抗生素penem化合物由下式表示：其中R表示下列通式的基团：其中R 1为氢原子或直链或支链C 1 -C 6烷基，R 2为特定的取代或未取代的烷基，芳基或芳烷基，n为1-6的整数，Y为其环中具有1或2个氧原子的5或6元杂环脂族基团，Z为特定的5-取代的2-氧代 -1,3-二氧杂环戊烯-4-基。还描述了用于口服给药的抗生素组合物。

5. 发明授权

US4985575A Process for preparing optically active tetrahydro-2-furoic acid 失效
标题翻译：光学活性四氢-2-糠酸的制备方法
公开(公告)号：US4985575A
公开(公告)日：1991-01-15
申请号：US475801
申请日：1990-02-06
申请人： Masaji Ishiguro , Hiromitsu Iwata , Takashi Nakatsuka , Kiyoharu Nakayama , Osamu Miyahara , Kenichi Noguchi
发明人： Masaji Ishiguro , Hiromitsu Iwata , Takashi Nakatsuka , Kiyoharu Nakayama , Osamu Miyahara , Kenichi Noguchi
IPC分类号： C07B57/00 , C07D307/24
CPC分类号： C07D307/24
摘要： A process for preparing an optically active tetrahydro-2-furoic acid is disclosed. The process comprises (i) reacting (.+-.)-tetrahydro-2-furoic acid with an optically active amine resolver of the following formula (I): ##STR1## wherein R.sub.1 is a lower alkyl group and R.sub.2 represents an alkyl group or ar aryl group, provided that R.sub.1 and R.sub.2 are different from each other, thus producing an optically active diastereomer salt, and (ii) decomposing the diastereomer salt. According to the process, a high purity, optically active tetrahydro-2-furoic acid can be prepared at a high yield using an amine resolver. The amine resolver can be recovered at a high yield and high purity.

6. 发明授权

US5830889A Antibacterial penem esters derivatives 失效
标题翻译：抗菌青蒿酯衍生物
公开(公告)号：US5830889A
公开(公告)日：1998-11-03
申请号：US971829
申请日：1993-02-19
申请人： Hiromitsu Iwata , Takashi Nakatsuka , Rie Tanaka , Masaji Ishiguro
发明人： Hiromitsu Iwata , Takashi Nakatsuka , Rie Tanaka , Masaji Ishiguro
IPC分类号： C07D499/897 , A61K31/43 , A61K31/431 , A61P31/04 , C07D499/04 , C07D499/88 , C07D499/887 , C07D499/893 , C07D499/32
CPC分类号： C07D499/88
摘要： Antibiotic penem compounds are represented by the following formula: ##STR1## wherein R represents a group of the general formula: ##STR2## in which R.sub.1 is a linear or branched C.sub.1 -C.sub.6 alkyl group, R.sub.2 is a particular substituted or unsubstituted alkyl, aryl or aralkyl group, n is an integer of 1-6, Y is a 5- or 6-membered heterocyclic aliphatic group having 1 or 2 oxygen atoms in the ring thereof, and Z is a specific 5-substituted 2-oxo-1,3-dioxolen-4-yl group. Antibiotic compositions for oral administration are also described.
摘要翻译： PCT No.PCT / JP91 / 01098 Sec。 371日期：1993年2月19日 102（e）日期1993年2月19日PCT 1991年8月16日PCT PCT。第WO92 / 03442号公报日期：1992年3月5日抗生素Penem化合物由下式表示：其中R表示通式：其中R 1为直链或支链C 1 -C 6烷基，R 2为特定取代基或未取代的烷基，芳基或芳烷基，n为1-6的整数，Y为其环中具有1或2个氧原子的5或6元杂环脂族基团，Z为特定的5-取代的2 - 氧代-1,3-二氧杂环戊烯-4-基。还描述了用于口服给药的抗生素组合物。

7. 发明授权

US5703068A Penem compounds 失效
标题翻译： Penem化合物
公开(公告)号：US5703068A
公开(公告)日：1997-12-30
申请号：US971827
申请日：1993-02-19
申请人： Hiromitsu Iwata , Takashi Nakatsuka , Rie Tanaka , Masaji Ishiguro
发明人： Hiromitsu Iwata , Takashi Nakatsuka , Rie Tanaka , Masaji Ishiguro
IPC分类号： A61K31/43 , A61K31/431 , A61P31/04 , C07D499/88 , C07D499/883 , C07D499/893 , C07D499/897 , C07D499/00
CPC分类号： C07D499/88
摘要： Antibiotic penem compounds are represented by the following formula: ##STR1## wherein R represents a group of the following formula: ##STR2## in which R.sub.1 is a linear or branched, C.sub.1 -C.sub.6 alkyl group, R.sub.2 is a particular substituted or unsubstituted alkyl, aryl or aralkyl group, n is an integer of 1 or 2, and R.sub.3 represents a specific substituted or unsubstituted alkyl, aryl or aralkyl group. Antibiotic compositions for oral administration are also described.
摘要翻译： PCT No.PCT / JP91 / 01100 Sec。 371日期：1993年2月19日 102（e）日期1993年2月19日PCT 1991年8月16日PCT PCT。第WO92 / 03444号公报日期：1992年3月5日抗生素penem化合物由下式表示：其中R表示下式的基团：其中R 1是直链或支链的C 1 -C 6烷基，R 2 是特定的取代或未取代的烷基，芳基或芳烷基，n为1或2的整数，R 3表示特定的取代或未取代的烷基，芳基或芳烷基。还描述了用于口服给药的抗生素组合物。

8. 发明授权

US5116832A Penem derivatives production and use thereof 失效
标题翻译： PENEM衍生物生产和使用
公开(公告)号：US5116832A
公开(公告)日：1992-05-26
申请号：US652242
申请日：1991-02-05
申请人： Masaji Ishiguro , Hiromitsu Iwata , Rie Tanaka
发明人： Masaji Ishiguro , Hiromitsu Iwata , Rie Tanaka
IPC分类号： C07D499/897 , A61K31/43 , A61P31/04 , C07D499/06 , C07D499/88
CPC分类号： C07D499/88 , Y02P20/55
摘要： Novel penem compounds of the formula, ##STR1## wherein R is hydrogen or allyl, and A is an aliphatic 5- or 6-membered heterocyclic group having one or two oxygens in the ring and their pharmaceutically acceptable salts are produced from the compounds of the formula, ##STR2## wherein A is the same as above and respective R.sup.1 and R.sup.2 are protective groups for hydroxyl and carboxyl groups, through several steps. The compounds and their salts are useful as antibacterial agents.

9. 发明授权

US06867297B1 Process for synthesizing 4-substituted azetidinone derivatives 失效
标题翻译：合成4-取代的氮杂环丁酮衍生物的方法
公开(公告)号：US06867297B1
公开(公告)日：2005-03-15
申请号：US09178594
申请日：1998-10-26
申请人： Masaji Ishiguro , Takashi Nakatsuka , Rie Tanaka , Tetsuo Shimamoto , Takuro Yoshida
发明人： Masaji Ishiguro , Takashi Nakatsuka , Rie Tanaka , Tetsuo Shimamoto , Takuro Yoshida
IPC分类号： C07D205/08
CPC分类号： C07D205/08
摘要： An azetidinone derivative represented by the general formula (1) (wherein OR1 is a protected hydroxyl group; R2 is a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group or a substituted or unsubstituted aromatic group) is reacted with an ester compound represented by the formula (2) (wherein CO2R3 is an esterified carboxyl group; X and Y are the same or different and represent individually a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted alkenylthio group, a substituted or unsubstituted aralkylthio group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted alkyloxy group, a substituted or unsubstituted alkenyloxy group, a substituted or unsubstituted aralkyloxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted silyloxy group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted heterocyclic-thio group, a substituted or unsubstituted heterocyclic-oxy group, a substituted or unsubstituted acyl group, a substituted or unsubstituted ester group, a substituted or unsubstituted thio ester group, a substituted or unsubstituted amide group, a substituted or unsubstituted amino group, a hydrogen atom or halogen atom, or are taken together with each other to form a substituted or unsubstituted cycloalkan-2-on-1-yl group) in the presence of zinc and copper compounds to synthesis a 4-substituted azetidinone derivative represented by the formula (3) (wherein OR1, CO2R3, X and Y are as defined above).
摘要翻译：由通式（1）表示的氮杂环丁酮衍生物（其中OR 1为保护的羟基; R2为取代或未取代的烷基，取代或未取代的烯基或取代或未取代的芳族基团）与表示的酯化合物通式（2）（其中CO 2 R 3是酯化的羧基; X和Y相同或不同，分别代表取代或未取代的烷基，取代或未取代的烯基，取代或未取代的芳烷基，取代或未取代的芳烷基，未取代的芳基，取代或未取代的烷硫基，取代或未取代的链烯硫基，取代或未取代的芳烷硫基，取代或未取代的芳硫基，取代或未取代的烷氧基，取代或未取代的烯氧基，取代或未取代的芳烷氧基，取代或未取代的芳氧基，取代基取代或未取代的杂环基，取代或未取代的杂环硫基，取代或未取代的杂环氧基，取代或未取代的酰基，取代或未取代的酯基，取代或未取代的硫代酯基，取代或未取代的酰胺基，取代或未取代的氨基，氢原子或卤素原子，或彼此一起形成取代或未取代的环烷烃-2-基-1-基）存在锌和铜化合物以合成由式（3）表示的4-取代的氮杂环丁酮衍生物（其中OR1，CO2R3，X和Y如上定义）。

10. 发明授权

US6049009A Production method of optically active trans-vinylsulfide alcohol 失效
标题翻译：光学活性反式乙烯基硫醇的制备方法
公开(公告)号：US6049009A
公开(公告)日：2000-04-11
申请号：US860563
申请日：1997-06-30
申请人： Kazuto Sekiuchi , Masahiro Imoto , Masaji Ishiguro , Takashi Nakatsuka , Rie Tanaka , Hidekazu Inoue
发明人： Kazuto Sekiuchi , Masahiro Imoto , Masaji Ishiguro , Takashi Nakatsuka , Rie Tanaka , Hidekazu Inoue
IPC分类号： C07B53/00 , C07C319/20 , C07C323/14 , C07C319/14
CPC分类号： C07B53/00 , C07C319/20
摘要： A method for producing an optically active trans-vinylsulfide alcohol having the formula: ##STR1## wherein R.sup.1 represents an alkyl group or an aryl group, comprising the step of reducing a trans-vinylsulfide ketone with a borane reducing agent in the presence of an optically active oxazaborolidine and an additive.
摘要翻译： PCT No.PCT / JP96 / 03185 Sec。 371日期：1997年6月30日 102（e）日期1996年6月30日PCT PCT 1996年10月30日PCT公布。第WO97 / 16421号公报日期：1997年5月9日一种制备具有下式的光学活性的反式乙烯基硫醇的方法：其中R1表示烷基或芳基，其包括在硼烷还原剂存在下还原反式乙烯基硫醚酮的步骤光学活性的恶唑硼烷和添加剂。

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