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1. 发明公开

EP0382506A3 Optically active diastereomer salts of tetrahydro-2-furoic acid 失效
标题翻译：四氢-2-丙烯酸的光学活性二聚体盐
公开(公告)号：EP0382506A3
公开(公告)日：1991-03-20
申请号：EP90301288.8
申请日：1990-02-07
申请人： SUNTORY LIMITED , NIPPON SODA CO., LTD.
发明人： Ishiguro, Masaji , Iwata, Hiromitsu , Nakatsuka, Takashi , Nakayama, Kiyoharu , Miyahara, Osamu , Noguchi, Kenichi
IPC分类号： C07B57/00 , C07D307/24
CPC分类号： C07D307/24
摘要： Optically active tetrahydro-2-furoic acid is obtained by (i) reacting (±)-tetrahydro-2-furoic acid with an optically active amine resolver of the following formula (I):
wherein R₁ is C₁-C₈ alkyl group and R₂ represents a C₁-C₁₂ alkyl group having at least 6 carbon atoms or an aryl group, provided that R₁ and R₂ are different from each other, thus producing an optically active diastereomer salt, and (ii) decomposing the diastereomer salt.

2. 发明公开

EP0410727A1 Processes for removing allyl groups 失效
标题翻译： Verfahren zur Verlagerung von Allyl-Gruppen。
公开(公告)号：EP0410727A1
公开(公告)日：1991-01-30
申请号：EP90308161.0
申请日：1990-07-25
申请人： SUNTORY LIMITED
发明人： Ishiguro, Masaji , Iwata, Hiromitsu , Nakatsuka, Takashi , Nakajima, Masashi , Yamada, Yasuo , Doi, Junichi , Fujimaru, Masayoshi
IPC分类号： C07D499/88
CPC分类号： C07D499/88
摘要： A process for removing an allyl group from a penem compound of formula (I),
wherein R¹ is an allyl group which may have a substituent and m denotes 0 or 1, is disclosed. The process comprises reacting said penem compound of formula (I) with a cyclic 1,3-diketone compound or its alkali metal enolate.
The carboxylic allyl ester changes to an alkali metal salt of carboxylic acid at the same time the removal of the allyl group from the carboxylic allyl ester occurs, giving a high purity alkali metal salt in a high yield without requiring any additional processes.
摘要翻译：公开了一种从式（I）的半缩醛化合物，中除去烯丙基的方法，其中R 1是可以具有取代基的烯丙基，m表示0或1。该方法包括使式（I）的所述penem化合物与环状1,3-二酮化合物或其碱金属烯醇化物反应。羧酸烯丙酯转变为羧酸的碱金属盐，同时发生烯丙基从羧酸烯丙基酯中的除去，得到高纯度的碱金属盐，而不需要任何额外的方法。

3. 发明公开

EP0757050A1 Antibacterial penem esters derivatives 失效
标题翻译： Antibakterielle Penem-Ester-Derivate
公开(公告)号：EP0757050A1
公开(公告)日：1997-02-05
申请号：EP96117054.5
申请日：1991-08-16
申请人： SUNTORY LIMITED
发明人： Iwata, Hiromitsu , Tanaka, Rie , Nakatsuka, Takashi , Ishiguro, Masaji
IPC分类号： C07D499/88 , A61K31/43
CPC分类号： C07D499/88
摘要： Novel antibacterial penem esters are methyl (5R,6S)-6-[(R)-1-hydroxyethyl]-2-[(R)-2-tetrahydrofuryl]-penem-3-carboxylates having at the 3-position an ester group of the formula -COOR in which R represents -CH 2 OCO-Y or -CH 2 -Z in which Y is a tetrahydrofuryl group; a tetrahydropyranyl group; a 1,3-dioxolanyl group; a 2-oxo-1,3-dioxolanyl group; or a 1,4-dioxanyl group and Z is a 5-(C 6 -C 10 aryl or C 7 -C 11 aralkyl)-2-oxo-1,3-dioxolen-4-yl group. Other substituted-methyl (5R,6S)-6- [(R)-1-hydroxyethyl]-2-[(R)-2-tetrahydrofuryl]-penem-3-carboxylates are disclosed.
摘要翻译：新型的抗菌pen em酯是在3-位具有酯基的甲基（5R，6S）-6-Ä（R）-1-羟乙基呃 - （R）-2-四氢呋喃基 - 其中R表示-CH 2OCO-Y或-CH 2 -Z的式-COOR，其中Y是四氢呋喃基; 四氢吡喃基; 1,3-二氧戊环基; 2-氧代-1,3-二氧戊环基; 或1,4-二氧杂环己基，Z为5-（C6-C10芳基或C7-C11芳烷基）-2-氧代-1,3-二氧杂环戊烯-4-基。公开了其它取代的甲基（5R，6S）-6-Ä（R）-1-羟乙基呃 - （R）-2-四氢呋喃基 - 青霉烯-3-羧酸酯。

4. 发明公开

EP0382506A2 Optically active diastereomer salts of tetrahydro-2-furoic acid 失效
标题翻译： Optisch aktive非对映异构体von四氢-2-呋喃糖。
公开(公告)号：EP0382506A2
公开(公告)日：1990-08-16
申请号：EP90301288.8
申请日：1990-02-07
申请人： SUNTORY LIMITED , NIPPON SODA CO., LTD.
发明人： Ishiguro, Masaji , Iwata, Hiromitsu , Nakatsuka, Takashi , Nakayama, Kiyoharu , Miyahara, Osamu , Noguchi, Kenichi
IPC分类号： C07B57/00 , C07D307/24
CPC分类号： C07D307/24
摘要： Optically active tetrahydro-2-furoic acid is obtained by (i) reacting (±)-tetrahydro-2-furoic acid with an optically active amine resolver of the following formula (I):
wherein R₁ is C₁-C₈ alkyl group and R₂ represents a C₁-C₁₂ alkyl group having at least 6 carbon atoms or an aryl group, provided that R₁ and R₂ are different from each other, thus producing an optically active diastereomer salt, and (ii) decomposing the diastereomer salt.
摘要翻译：通过（i）使（+/-） - 四氢-2-糠酸与下式（I）的光学活性胺旋转变异剂反应获得光学活性的四氢-2-糠酸：其中R 1是C 1 -C 8 烷基，R2表示具有至少6个碳原子的C1-C12烷基或芳基，条件是R1和R2彼此不同，从而产生光学活性的非对映体盐，和（ii）分解非对映异构体盐。

5. 发明授权

EP0612749B1 Method of desilylating silylether compounds 失效
标题翻译：一种用于甲硅烷基醚的Desilycierung过程
公开(公告)号：EP0612749B1
公开(公告)日：2003-05-02
申请号：EP94102142.0
申请日：1994-02-11
申请人： SUNTORY LIMITED , NIPPON SODA CO., LTD.
发明人： Kanebo, Akira , Kaku, Tsutomu , Ishiguro, Masaji , Nakatsuka, Takashi
IPC分类号： C07D499/88 , C07D477/00
CPC分类号： C07D499/88 , C07D477/02 , Y02P20/55

6. 发明授权

EP0382506B1 Optically active diastereomer salts of tetrahydro-2-furoic acid 失效
标题翻译：四氢-2-糠酸的光学活性Diastereoisomersalze
公开(公告)号：EP0382506B1
公开(公告)日：1997-05-28
申请号：EP90301288.8
申请日：1990-02-07
申请人： SUNTORY LIMITED , NIPPON SODA CO., LTD.
发明人： Ishiguro, Masaji , Iwata, Hiromitsu , Nakatsuka, Takashi , Nakayama, Kiyoharu , Miyahara, Osamu , Noguchi, Kenichi
IPC分类号： C07B57/00 , C07D307/24
CPC分类号： C07D307/24

7. 发明公开

EP0774465A1 Penem derivatives and antimicrobial agents containing the same 失效
标题翻译： Penem-Derivate und diese enthaltende antimikrobielle Mittel
公开(公告)号：EP0774465A1
公开(公告)日：1997-05-21
申请号：EP96308409.0
申请日：1996-11-20
申请人： SUNTORY LIMITED
发明人： Ishiguro, Masaji , Namikawa, Koshi , Nakatsuka, Takashi , Matsuki, Shinsuke , Tanaka, Rie , Inoue, Hidekazu
IPC分类号： C07D499/887 , A61K31/43
CPC分类号： C07D499/88 , Y02P20/55
摘要： Penem derivatives represented by the following Formula (I):
wherein Z represents a hydroxyl group or a fluorine atom, R 1 represents a substituted or unsubstituted alkyl, alkenyl, aralkyl group, aryl group, heterocyclic, or acyl group, or a hydrogen atom, and R 2 represents a hydrogen atom or a carboxyl-protecting group; and pharmacologically acceptable salts thereof are antibacterial agents effective against, inter alia, methicillin-resistant Staphylococcus aureus. The derivatives and salts are novel except when R 1 is ethyl and Z is hydroxyl. The analogous compounds in which R 2 is a carboxyl-protecting group and any hydroxyl group represented by Z is protected are novel process intermediates.
摘要翻译：由下式（I）表示的胡椒衍生物：其中Z表示羟基或氟原子，R1表示取代或未取代的烷基，烯基，芳烷基，芳基，杂环或酰基，或氢原子，R2表示氢原子或羧基保护基; 及其药理学上可接受的盐是抗甲状
结肠耐药金黄色葡萄球菌的抗菌剂。衍生物和盐是新的，除了当R 1是乙基且Z是羟基时。其中R2是羧基保护基和由Z表示的任何羟基的类似化合物是新的加工中间体。

8. 发明公开

EP0826687A1 Carbapenem derivatives and antimicrobial agents comprising the same 失效
标题翻译： Carbapenem-Derivate und diese enthaltende antimicrobielle Mittel
公开(公告)号：EP0826687A1
公开(公告)日：1998-03-04
申请号：EP97306267.2
申请日：1997-08-15
申请人： SUNTORY LIMITED
发明人： Ishiguro, Masaji , Inoue, Hidekazu , Nakatsuka, Takashi
IPC分类号： C07D477/20 , A61K31/40
CPC分类号： C07D477/08 , C07D477/20 , Y02P20/55
摘要： Carbapenem derivatives represented by the following Formula I,
wherein R 1 represents hydrogen, substituted or unsubstituted aryl, or substituted or unsubstituted heterocyclic, R 2 represents hydrogen or a protective group for carboxyl, and R 3 represents methyl or ethyl; and pharmaceutically acceptable salts thereof are antimicrobial agents effective against, inter alia, methicillin-resistant Staphylococcus aureus. The analogous compounds in which (a) R 1 is a substituted or unsubstituted alkyl, alkenyl, aralkyl or acyl group, R 2 is a carboxyl-protecting group or or (b) R 1 is a substituted or unsubstituted alkyl, alkenyl, aralkyl, aryl, heterocyclic or acyl group, R 2 is a carboxyl-protecting group and the hydroxyl group is protected are novel process intermediates.
摘要翻译：由下式I表示的碳青霉烯衍生物，其中R 1表示氢，取代或未取代的芳基或取代或未取代的杂环，R 2表示氢或羧基保护基，R 3表示甲基或乙基; 及其药学上可接受的盐是抗甲氧西林耐药金黄色葡萄球菌的抗微生物剂。其中（a）R1是取代或未取代的烷基，烯基，芳烷基或酰基的类似化合物，R2是羧基保护基团或或（b）R 1是取代或未取代的烷基，烯基，芳烷基，芳基，杂环或酰基，R2是羧基保护基，羟基被保护是新的工艺中间体。

9. 发明公开

EP0612749A1 Method of desilylating silylether compounds 失效
标题翻译： Verfahren zur Desilycierung von Silyletherverbindungen。
公开(公告)号：EP0612749A1
公开(公告)日：1994-08-31
申请号：EP94102142.0
申请日：1994-02-11
申请人： SUNTORY LIMITED , NIPPON SODA CO., LTD.
发明人： Kanebo, Akira , Kaku, Tsutomu , Ishiguro, Masaji , Nakatsuka, Takashi
IPC分类号： C07D499/88 , C07D477/00
CPC分类号： C07D499/88 , C07D477/02 , Y02P20/55
摘要： The improved method of desilylating a silylether compound which comprises reacting a silylether compound of the general formula (I):

or a salt thereof
(where X is a methine substituted by an alkyl group having 1 - 3 carbon atoms, methylene or a sulfur atom; R¹, R² and R³ which may be the same or different represent an alkyl group having 1 - 6 carbon atoms, an alkoxy group having 1 - 6 carbon atoms, an aryl group or an aralkyl group; R⁴ represents a hydrogen atom, an optionally substituted lower alkyl group, an optionally substituted lower alkylthio group, an optionally substituted lower alkoxy group, an optionally substituted heterocyclic group, an optionally substituted heterocyclic lower alkyl group, an optionally substituted heterocyclic thio group, an optionally substituted heterocyclic lower alkylthio group, an optionally substituted aryl group, an optionally substituted aryloxy group or an optionally substituted aralkyl group; and R⁵ represents a hydrogen atom or a carboxylic acid protecting group) with an amine hydrogen fluoride salt of the general formula (II):

(where R⁶, R⁷ and R⁸ which may be the same or different represent an alkyl group having 1 - 8 carbon atoms, an aryl group, an aralkyi group or a hydrogen atom; n is the number of hydrogen fluorides inherent in an amine salt of interest) or a pyridine hydrogen fluoride salt of the general formula (III):

Py·n (HF) (III)

(where Py is an optionally substituted pyridine; n is the number of hydrogen fluorides inherent in a pyridine salt of interest) in an organic solvent, thereby producing a compound of the general formula (IV):

(where X, R⁴ and R⁵ have the same meanings as defined above). According to this method, silylether compounds that are labile under strong acidic or basic conditions can be desilylated efficiently using inexpensive reagents.
摘要翻译：甲硅烷基醚化合物的脱甲硅烷基改性方法，该方法包括使通式（I）的甲硅烷基醚化合物：其中X为被具有1-3个碳原子的烷基取代的次甲基，亚甲基或硫原子; R 1，R 2和R 3可以相同或不同，表示具有1-6个碳原子的烷基，具有1-6个碳原子的烷氧基，芳基或芳烷基; R 4表示氢原子，任选取代的低级烷基，任选取代的低级烷硫基，任选取代的低级烷氧基，任选取代的杂环基，任选取代的杂环低级烷基，任选取代的杂环硫基，任选取代的杂环低级烷硫基，任选取代的芳基，任选取代的芳氧基或任选取代的芳烷基; R 5表示氢原子或羧酸保护基）与通式（II）的胺氟化氢盐反应：（其中R 6，R 7和R 8可以相同或不同，表示烷基具有1-8个碳原子，芳基，芳烷基或氢原子; n是通常式（III）的吡啶氟化氢盐：Py.n（HF）（III）（其中Py是任选取代的吡啶; n是在有机溶剂中固有的氟化氢数量），从而制备通式（IV）的化合物：其中X，R 4和R 5具有与下式根据该方法，在强酸性或碱性条件下不稳定的甲硅烷基醚化合物可以使用廉价的试剂有效地脱甲硅烷基化。

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