公开(公告)号：US5272069A

公开(公告)日：1993-12-21

申请号：US634914

申请日：1990-12-27

申请人： Eiichiro Fukusaki ,  Shuji Senda ,  Yutaka Nakazono ,  Tetsuo Omata ,  Ken Hibino ,  Hiromichi Ota ,  Takeshi Sugai

发明人： Eiichiro Fukusaki ,  Shuji Senda ,  Yutaka Nakazono ,  Tetsuo Omata ,  Ken Hibino ,  Hiromichi Ota ,  Takeshi Sugai

IPC分类号： C07C69/732 ,  C12P7/62 ,  C12P17/04 ,  C12P41/00 ,  C12P7/40

CPC分类号： C12P17/04 ,  C12P41/005 ,  C12P7/62

摘要： This invention relates to methods for producing optically active hydroxyesters and also to methods for producing and purifying optically active five-membered ring lactones.More specifically, the invention provides methods for efficiently, safely, and selectively producing and purifying optically active (R)-hydroxyester (shown by formula 1) and optically active (S)-hydroxyester (shown by formula 2) in high state of purity at ordinary temperature.The invention also relates to application of the interconvertible optically active (R)-five-membered ring lacton (shown by formula 5).They are intermediates for synthesizing various medicines, agricultural chemicals, and biologically active substances, however especially useful for synthesizing pheromone of a noxious insect, Popillia japonica Newman. ##STR1## (Here, R.sub.1 denotes --C.tbd.C--R.sub.3 or --C.dbd.C--R.sub.3 ; R.sub.2 and R.sub.3 denote straight chain or branched alkyl groups containing 1 to 10 carbon atoms; R.sub.4 denotes alkyl groups, aralkyl groups, or haloalkyl groups containing 1 to 12 carbon atoms and the end group of R.sub.4 may be carboxyl groups; * denotes asymmetricrbon atoms.)

公开(公告)号：US5213975A

公开(公告)日：1993-05-25

申请号：US783448

申请日：1991-10-24

申请人： Eiichiro Fukusaki ,  Hiroshi Takahama ,  Minako Hada ,  Yasuyuki Kimura ,  Hiroyuki Yuasa ,  Yutaka Nakazono ,  Shuji Senda ,  Tetsuo Omata

发明人： Eiichiro Fukusaki ,  Hiroshi Takahama ,  Minako Hada ,  Yasuyuki Kimura ,  Hiroyuki Yuasa ,  Yutaka Nakazono ,  Shuji Senda ,  Tetsuo Omata

IPC分类号： C07D303/14 ,  C07D303/16 ,  C12P17/02 ,  C12P41/00

CPC分类号： C12P41/004 ,  C07D303/14 ,  C07D303/16 ,  C12P17/02

摘要： This invention relates to the methods of preparing optically active epoxy alcohol which is caracterized by the steps of adding carboxylic anhydride to racemic epoxy alcohol (formula 1) in the presence of a hydrolase in an organic solvent, esterifying (-)-form of the epoxy alcohol preferentially to be epoxy ester (formula 2), separating optically active epoxy ester (formula 2) from optically active epoxy alcohol (formula 3) to yield optically active epoxy alcohol (formula 4), so that epoxy alcohol (formula 1) in high purity can be obtained easily and safely at ordinary temperature. ##STR1##

公开(公告)号：US5677155A

公开(公告)日：1997-10-14

申请号：US547926

申请日：1995-10-25

申请人： Eiichiro Fukusaki ,  Tetsuo Omata ,  Shuji Senda

发明人： Eiichiro Fukusaki ,  Tetsuo Omata ,  Shuji Senda

IPC分类号： C12P7/04 ,  A01N43/44 ,  C07D303/04 ,  C07D303/14 ,  C07D303/16 ,  C12P17/02 ,  C12P41/00 ,  C12P7/00 ,  C12N9/14 ,  C12N9/20

CPC分类号： C07D303/14 ,  C07D303/04 ,  C07D303/16 ,  C12P17/02 ,  C12P41/004

摘要： A process for preparing the sex pheromone of Lymantria dispar L. effectively which comprises the steps of reacting 1-bromodecane and propargyl alcohol tetrahydropyranylether in the presence of sodium hydroxide to give 1-tetrahydropyranyloxy-2-tridecyne, treating the tetrahydropyranyloxy-2-tridecyne with p-toluenesulfonic acid to give 2-tridecyn-1-ol, catalystic-hydrogenating the 2-tridecyn-1-ol in the presence of Lindlar catalyst to give (Z)-2-tridecen-1-ol, oxidizing the (Z)-2-tridecen-1-ol with peroxide to give (.+-.)-cis-2,3-epoxy-1-tridecanol, reacting the (.+-.)-cis-2,3-epoxy-1-tridecanol with acid anhydride in the presence of hydrolase in an organic solvent for a stereoselective acylation and recovering unreacted optically active (2R, 3S)-cis-2,3-epoxy-1-tridecanol after the acylation, reacting the optically active (2R, 3S)-cis-2,3-epoxy-1-tridecanol with toluenesulfonylchloride to give (2R, 3S)-cis-1-p-toluenesulfoxy-2,3-epoxytridecane, and reacting the (2R, 3S)-cis-1-p-toluenesulfoxy-2,3-epoxytridecane with di(4-methylpentyl) lithium copper reagent to yield (7R, 8S)-cis-2-methyl-7,8-epoxyoctadecane which is the sex pheromone of Lymantria dispar L.

摘要翻译： 一种用于制备Lymantria dispar L.的性信息素的方法，其包括在氢氧化钠存在下使1-溴癸烷和炔丙醇四氢吡喃基醚反应，得到1-四氢吡喃氧基-2-三癸基，用四氢吡喃氧基-2-三癸基 对甲苯磺酸，得到2-三癸基-1-醇，在Lindlar催化剂存在下催化氢化2-三癸基-1-醇，得到（Z）-2-十三碳烯-1-醇，氧化（Z） （+/-） - 顺式-2,3-环氧-1-十三烷醇，使（+/-） - 顺式-2,3-环氧-1-十三烷醇与 酸酐在水解酶存在下在有机溶剂中进行立体选择性酰化，并在酰化后回收未反应的光学活性（2R，3S） - 顺式-2,3-环氧-1-十三烷醇，使光学活性（2R，3S） - 顺式-2,3-环氧-1-十三烷醇与甲苯磺酰氯反应，得到（2R，3S） - 顺式-1-对甲苯磺酰-2,3-环氧十三烷，并使（2R，3S） - 顺式-1- -toluenesul （4-甲基戊基）锂铜试剂，得到（7R，8S） - 顺式-2-甲基-7,8-环十八烷，是Lymantria dispar L的性信息素。

公开(公告)号：US5374766A

公开(公告)日：1994-12-20

申请号：US828067

申请日：1992-01-30

申请人： Shuji Senda ,  Eiichiro Fukuzaki ,  Yutaka Nakazono ,  Tetsuo Omata

发明人： Shuji Senda ,  Eiichiro Fukuzaki ,  Yutaka Nakazono ,  Tetsuo Omata

IPC分类号： C07C69/24 ,  C07C69/007 ,  C07C69/76 ,  C12P7/26 ,  C12P7/62 ,  C12P41/00

CPC分类号： C12P7/62 ,  C07C69/007 ,  C12P41/004

摘要： This invention relates to a novel ester which presents as (CF 1) and a method for the production of the same as well as a process for hydrolysis and a method for the determination of an optical purity using this ester, and the object thereof is to provide an intermediate for the synthesis or various natural products, which has high stability, and the optical purity of which can readily be determined, according to the esterification of 1-oxo-5-hydroxymethyl-2-cyclohexene which is unstable to acids and alkalis. ##STR1##

摘要翻译： 本发明涉及以（CF 1）表示的新型酯及其制造方法以及水解方法以及使用该酯测定光学纯度的方法，其目的在于 提供合成中间体或各种天然产物，其具有高稳定性，并且根据对酸和碱不稳定的1-氧代-5-羟甲基-2-环己烯的酯化，可以容易地确定其光学纯度 。 （图）（CF1）

公开(公告)号：US5024832A

公开(公告)日：1991-06-18

申请号：US450112

申请日：1989-12-13

申请人： Tetsuo Omata ,  Shuji Senda ,  Tamaki Tanaka ,  Eriko Kumagai ,  Chikara Kajimoto ,  Yutaka Nakazono

发明人： Tetsuo Omata ,  Shuji Senda ,  Tamaki Tanaka ,  Eriko Kumagai ,  Chikara Kajimoto ,  Yutaka Nakazono

IPC分类号： A01N31/02

CPC分类号： A01N31/02 ,  Y10S424/08 ,  Y10S424/11

摘要： A termites trail-marking pheromone which is (3Z,6Z,8E)-dodecatrienol, and a composition which comprises (3Z,6Z,8E)-dodecatrienol as an essential component and another component which is a trail-marking pheromone-like substance, and a method of detecting termites by using this composition or (3Z,6Z,8E)-dodecatrienol.The trail-marking pheromone and composition are highly safe in that they have no residual toxicity, and they have a stable, long-term trail-marking effect for termites. This invention provides a simple and rapid method of detecting termites, and a simple and effective method of capturing termites.

摘要翻译： 作为（3Z，6Z，8E） - 十二碳三烯酚的白蚁痕迹信息素，以（3Z，6Z，8E） - 十二碳三烯酚为必须成分的组合物和作为痕迹信息素样物质的其他成分， 以及通过使用该组合物或（3Z，6Z，8E） - 十二碳三烯酚来检测白蚁的方法。 痕迹信息素和组成是高度安全的，因为它们没有残留毒性，并且对白蚁具有稳定的长期跟踪效果。 本发明提供了一种检测白蚁的简单而快速的方法，也是捕获白蚁的简单而有效的方法。

公开(公告)号：US5604035A

公开(公告)日：1997-02-18

申请号：US536741

申请日：1995-09-29

申请人： Makoto Kojima ,  Masayuki Satake ,  Katsuhide Kojima ,  Tetsuo Omata ,  Eiichiro Fukusaki

发明人： Makoto Kojima ,  Masayuki Satake ,  Katsuhide Kojima ,  Tetsuo Omata ,  Eiichiro Fukusaki

IPC分类号： C08F220/28 ,  C09J7/02 ,  C09J133/04 ,  C09J133/06 ,  C09J133/10 ,  C09J133/14

CPC分类号： C09J133/062 ,  C08F220/28 ,  C09J7/0217 ,  C09J2201/606 ,  Y10T428/28 ,  Y10T428/2891

摘要： A pressure-sensitive adhesive composition showing the adhesive force and the cohesive force with a good stability is disclosed. The composition comprises a copolymer of a (meth)acrylic acid alkyl ester (a) having an alkyl group having from 2 to 14 carbon atoms and a (meth)acrylic acid alkyl ester (b) having a carboxyl group or a hydroxyl group at the terminal end and having an alkyl group having from 3 to 14 total carbon atoms as the ester side chain. In particular, when the carbon atom number of the alkyl group of the monomer (b) is less by one than or not less than the same number as the carbon atom number of the alkyl group of the monomer (a), the effect of the functional group can be most effectively exhibited. A pressure-sensitive adhesive tape or sheet is also disclosed, comprising a support having formed at least one surface thereof the pressure-sensitive adhesive layer comprising the pressure-sensitive adhesive composition.

摘要翻译： 公开了一种具有良好稳定性的粘合力和内聚力的粘合剂组合物。 该组合物包含具有2至14个碳原子的烷基的（甲基）丙烯酸烷基酯（a）和（甲基）丙烯酸烷基酯（b）的羧基或羟基的（甲基）丙烯酸烷基酯 具有3〜14个碳原子的烷基作为酯侧链。 特别是当单体（b）的烷基的碳原子数小于单体（a）的烷基的碳原子数以下的同一数量以下的情况下， 功能组可以最有效地展现。 还公开了一种压敏粘合带或片材，其包括形成至少一个表面的支撑体，该压敏粘合剂层包括压敏粘合剂组合物。

公开(公告)号：US5077043A

公开(公告)日：1991-12-31

申请号：US535637

申请日：1990-06-11

申请人： Miklos Toth ,  Hans-Rudolf Buser ,  Heinrich Arn ,  Kenji Mori ,  Yasuo Ninomiya ,  Tetsuo Omata ,  Shuji Senda ,  Tadashi Takeuchi ,  Masakazu Aburatani

发明人： Miklos Toth ,  Hans-Rudolf Buser ,  Heinrich Arn ,  Kenji Mori ,  Yasuo Ninomiya ,  Tetsuo Omata ,  Shuji Senda ,  Tadashi Takeuchi ,  Masakazu Aburatani

IPC分类号： A01N43/04 ,  A01N43/20 ,  C07C47/21 ,  C07D303/04 ,  C07D303/14

CPC分类号： A01N43/20 ,  C07D303/04 ,  C07D303/14

摘要： The present invention provides mainly (3Z,6Z)-cis-9,10-epoxy-1,3,6-heneicosatriene (formula 1) and (3Z, 6Z)-cis-9,10-epoxy-1,3,6-elcosatriene (formula 2) which are Hyphantria cunea sex pheromones. The invention provides attractant components having high attraction effect for Hyphantria cunea, that is, Hyphantria cumea sex pheromones having high attraction activity and the intermediates which can selectively synthesize such pheromones with great ease.Furthermore, the invention provides attractant compositions with high attraction effect for Hyphantria cunea including such above noted pheromones.Consequently, this invention is completed. ##STR1##

摘要翻译： 本发明主要提供（3Z，6Z） - 顺-9,10-环氧-1,3,6 - 二十碳三烯（式1）和（3Z，6Z） - 顺式-9,10-环氧-1,3,6 - 三氯三烯（式2），它们是Hyphantria cunea性信息素。 本发明提供了具有高吸引力的吸引效果的吸引成分，即具有高吸附活性的Hyphantria cumea性信息素和可以非常容易地选择性合成这种信息素的中间体。 此外，本发明提供具有高吸引力效果的引诱剂组合物，其包括上述信息素。 因此，本发明完成。 （公式1）（公式2）

公开(公告)号：US4808340A

公开(公告)日：1989-02-28

申请号：US136041

申请日：1987-12-21

申请人： Shuji Senda ,  Tetsuo Omata

发明人： Shuji Senda ,  Tetsuo Omata

IPC分类号： C07C69/738 ,  B01J31/02 ,  C07B61/00 ,  C07C67/32 ,  C07C67/343 ,  C07C68/02 ,  C07C69/606 ,  C11C3/04

CPC分类号： C07C69/606

摘要： A process for preparing methyl 4-oxo-5-tetradecynoate useful as an intermediate for synthesizing (R,Z)-5-dec-1-enyl-oxacyclopentan-2-one, which comprises reacting monomethyl succinate with an alkyl chlorocarbonate in the presence of a base to form an acid anhydride and reacting the acid anhydride with a Grignard reagent of 1-decyne. Methyl 4-oxo-5-tetradecynoate can be prepared in high yields at high purities by this process.

摘要翻译： 用作合成（R，Z）-5-癸-1-烯基 - 氧环戊烷-2-酮的中间体的4-氧代-5-十四碳酸甲酯的制备方法，其包括在存在下使琥珀酸甲酯与氯代碳酸烷基酯反应 的碱形成酸酐，并使酸酐与1-癸炔的格利雅试剂反应。 通过该方法可以高纯度的高产率制备4-氧代-5-十四碳酸甲酯。

公开(公告)号：US5059628A

公开(公告)日：1991-10-22

申请号：US494843

申请日：1990-03-14

申请人： Yoko Tsuda ,  Susumu Satoh ,  Tetsuo Omata

发明人： Yoko Tsuda ,  Susumu Satoh ,  Tetsuo Omata

IPC分类号： A61K47/18 ,  A61K47/22

CPC分类号： A61K47/183 ,  A61K47/22 ,  A61K9/0014 ,  Y10S514/947

摘要： A medical composition for external use comprising a proline ester represented by formula (I): ##STR1## wherein R.sub.1 and R.sub.2 are as defined in the specification, or a prolinol ester represented by formula (II): ##STR2## wherein R.sub.3 and R.sub.4 are as defined in the specification. The composition enhances percutaneous penetration absorption of an active ingredient to be combined therewith.

摘要翻译： 一种外用医药组合物，其包含由式（I）表示的脯氨酸酯：其中R 1和R 2如本说明书中所定义，或由式（II）表示的脯氨酸酯：ι（II） ）其中R3和R4如说明书中所定义。 该组合物增强与其组合的活性成分的经皮渗透吸收。

公开(公告)号：US06174626B1

公开(公告)日：2001-01-16

申请号：US09006935

申请日：1998-01-14

申请人： Makoto Kojima ,  Tetsuo Omata

发明人： Makoto Kojima ,  Tetsuo Omata

IPC分类号： H01M618

CPC分类号： H01M10/052 ,  H01B1/122 ,  H01M10/0565

摘要： An ion-conducting polyelectrolyte moldable and flexible even at low temperatures is disclosed, comprising a (meth)acrylic polymer and an ionic salt, the (meth)acrylic polymer comprising (A) 20 to 100 parts by weight of a (meth)acrylic monomer represented by formula (I): CH2═C(R1)COO—R2—R3  (I) wherein R1 represents a hydrogen atom or a methyl group; R2 represents an alkyl group having 3 to 12 carbon atoms; and R3 represents (XR4)nXR5, wherein X represents —O— or —S—; R4 represents an alkyl group having 1 to 4 carbon atoms; n represents 0 or an integer of 1 to 20; and R5 represents a hydrogen atom, a methyl group or an ethyl group, (B) 0 to 80 parts by weight of a (meth)acrylic monomer represented by formula (II): CH2═C(R1)COO—R6  (II) wherein R1 represents a hydrogen atom or a methyl group; and R6 represents an alkyl group having 2 to 12 carbon atoms, and (C) 0 to 30 parts by weight, per 100 parts by weight of the total amount of components (A) and (B), of a monomer copolymerizable with components (A) and (B).

摘要翻译： 公开了即使在低温下可成型和柔性的离子导电聚电解质，其包含（甲基）丙烯酸类聚合物和离子盐，所述（甲基）丙烯酸类聚合物包含（A）20至100重量份的（甲基）丙烯酸单体 由式（I）表示：其中R1表示氢原子或甲基; R2表示碳原子数3〜12的烷基。 并且R 3表示（XR 4）n X R 5，其中X表示-O-或-S-; R 4表示碳原子数1〜4的烷基。 n表示0或1〜20的整数， R5表示氢原子，甲基或乙基，（B）0〜80重量份由式（II）表示的（甲基）丙烯酸单体：其中R1表示氢原子或甲基; R6表示碳原子数2〜12的烷基，（C）0〜30重量份，相对于成分（A）和（B）的总量100重量份， A）和（B）。