公开(公告)号：US5292891A

公开(公告)日：1994-03-08

申请号：US991551

申请日：1992-12-15

申请人： Chikara Kaneko ,  Masayuki Sato

发明人： Chikara Kaneko ,  Masayuki Sato

IPC分类号： C07D301/27 ,  C07D303/42 ,  C07D309/30 ,  C07D309/36 ,  C07D319/06 ,  C12P17/06 ,  C12P41/00 ,  C07D309/10

CPC分类号： C07D319/06 ,  C07D303/42 ,  C07D309/30 ,  C07D309/36 ,  C12P17/06 ,  C12P41/004

摘要： There are provided novel and optically active 2,2-dimethyl-1,3-dioxin-4-ones which are useful as starting materials for physiologically active compounds, functional materials or the like. Provided are optically active 5,6-epoxyhexanoic acid esters and novel optically active 6-substituted tetrahydropyran-2-one derivatives. That is, optically active 6-chloromethyltetrahydropyran-2-one can be synthesized by lactonizing optically active 2,2-dimethyl-6-(3-chloro-2-hydroxypropyl)-1,3-dioxin-4-one to form optically active 6-chloromethyltetrahydropyran-2,4-dione; reacting the thus formed compound with hydrogen in the presence of a catalyst to obtain optically active 6-chloromethyl-4-hydroxytetrahydropyran-2-one; subjecting this compound to a dehydration reaction, thereby obtaining optically active 6-chloromethyldihydropyran-2-one; reacting this compound with hydrogen in the presence of a catalyst to form optically active 6-chloromethyltetrahydropyran-2-one; and then treating this compound under basic conditions to prepare an optically active 5,6-epoxyhexanoic acid ester represented by the formula (6) ##STR1## (wherein the symbol * represents an asymmetric carbon atom, and R is a methyl group or an ethyl group).

摘要翻译： 提供了可用作生理活性化合物，功能材料等的起始原料的新型和光学活性的2,2-二甲基-1,3-二恶英-4-酮。 提供光学活性的5,6-环氧己酸酯和新的光学活性的6-取代的四氢吡喃-2-酮衍生物。 也就是说，光学活性的6-氯甲基四氢吡喃-2-酮可以通过将光学活性的2,2-二甲基-6-（3-氯-2-羟丙基）-1,3-二恶英-4-酮内酯化来形成光学活性的 6-氯甲基四氢吡喃-2,4-二酮; 使这样形成的化合物与氢气在催化剂存在下反应，得到光学活性的6-氯甲基-4-羟基四氢吡喃-2-酮; 使该化合物脱水反应，得到光学活性的6-氯甲基二氢吡喃-2-酮; 在催化剂存在下使该化合物与氢气反应形成光学活性的6-氯甲基四氢吡喃-2-酮; 然后在碱性条件下处理该化合物以制备由式（6）表示的光学活性5,6-环氧己酸酯（*化学结构*）（6）（其中符号*表示不对称碳原子，R为 甲基或乙基）。

公开(公告)号：US5241064A

公开(公告)日：1993-08-31

申请号：US587037

申请日：1990-09-24

申请人： Masayoshi Murata ,  Toshiyuki Chiba ,  Fumiyuki Shirai ,  Kenichi Washizuka ,  Motohiro Hino

发明人： Masayoshi Murata ,  Toshiyuki Chiba ,  Fumiyuki Shirai ,  Kenichi Washizuka ,  Motohiro Hino

IPC分类号： C07B53/00 ,  C07D205/08 ,  C12P7/42 ,  C12P41/00

CPC分类号： C12R1/07 ,  C07D205/08 ,  C12P41/004 ,  C12P7/42 ,  Y02P20/55

摘要： Preparation of optically active 3-substituted azetidinones of the formula (I) ##STR1## in which R.sup.1 is a hydroxy-protective group wherein an allylic alcohol of the formula (II) ##STR2## is acylated, then subjected to asymmetric enzymatic hydrolysis yielding the R-allylic alcohol. The hydroxyl group is protected and then stereoselectively reacted with an amine which is subsequently cyclized to yield the desired 3-substituted azetidinone. Two new species of microorganisms have been isolated, Pimelobacter sp. No. 1254 and Bacillus megaterium No. 1253 which exhibit stereoselective esterase activity.

公开(公告)号：US5166062A

公开(公告)日：1992-11-24

申请号：US470668

申请日：1990-01-26

申请人： Cary J. Morrow ,  Joe S. Wallace

发明人： Cary J. Morrow ,  Joe S. Wallace

IPC分类号： C12P7/18 ,  C12P7/22 ,  C12P11/00 ,  C12P17/00 ,  C12P41/00

CPC分类号： C12P7/22 ,  C12P11/00 ,  C12P17/00 ,  C12P41/004 ,  C12P7/18

摘要： Methods of separating the stereoisomers of secondary di- and tri-alcoholic compounds comprise reacting a racemic mixture of the secondary alcohols with an acyl anhydride or an ester in the presence of an enzyme which stereoselectively acylates the (R) site of the alcohol to form the (R) site acyl ester of the alcohol and separating the (S,S) or (S,S,S) secondary alcohol, the (R,S) or (R,S,S) monoacyl ester of the alcohol, the (R,R) or (R,R,S) diacyl ester and/or the (R,R,R) triacyl ester of the alcohol from one another and from the reaction medium. Additional methods of separating the stereoisomers of a secondary di- or tri-alcohol comprise reacting a stereochemical mixture of acyl esters of the di- or tri-alcohol with an enzyme which selectively deacylates the (R) or (S) site of the secondary alcohol to produce (R) or (S) site deacylated isomers of the secondary alcohol and separating the free alcohol, the monoacyl ester, the diacyl ester, and the triacyl ester of the alcohol from one another and the reaction medium.

摘要翻译： 分离二级和三醇类化合物的立体异构体的方法包括在酶的存在下使仲醇的外消旋混合物与酰基酸酐或酯反应，其中立体选择性酰化醇的（R）位点以形成 （S，S）或（S，S，S）仲醇，（R，S）或（R，S，S）单酰基酯，（ R，R）或（R，R，S）二酰基酯和/或醇的（R，R，R）三酰基酯和反应介质。 分离二级或三醇的立体异构体的另外的方法包括使二醇或三醇的酰基酯的立体化学混合物与选择性使仲醇的（R）或（S）位点脱酰的酶 从而产生仲醇的（R）或（S）位脱酸异构体，并将醇与单酰基酯，二酰基酯和醇的三酰基酯彼此和反应介质分离。

公开(公告)号：US5128252A

公开(公告)日：1992-07-07

申请号：US690256

申请日：1991-04-25

申请人： Kazutoshi Miyazawa ,  Naoyuki Yoshida

发明人： Kazutoshi Miyazawa ,  Naoyuki Yoshida

IPC分类号： C12P41/00

CPC分类号： C12P41/004

摘要： The invention provides an optically active compound which is R- or S- ester having the general formula: ##STR1## wherein R.sup.1 is hydrogen or acyl of 2-20 carbon atoms, R.sup.2 is alkyl, alkenyl or alkynyl of 3-40 carbon atoms, and the carbon indicated by * is an asymmetric carbon atom.

摘要翻译： 本发明提供了具有以下通式的R-或S-酯的光学活性化合物：其中R1是氢或2-20个碳原子的酰基，R2是3-40的烷基，烯基或炔基 碳原子，由*表示的碳是不对称碳原子。

公开(公告)号：US5089637A

公开(公告)日：1992-02-18

申请号：US496737

申请日：1990-03-21

申请人： Frank J. Urban

发明人： Frank J. Urban

IPC分类号： C07D311/58 ,  C07D311/66 ,  C12P41/00 ,  C12R1/39

CPC分类号： C12P41/004 ,  C07D311/58 ,  C07D311/66

摘要： Optically active (C.sub.1 -C.sub.3) alkyl 2R-chroman-2-carboxylates are prepared by partial hydrolysis of the corresponding racemic ester using a microbial lipase as catalyst. Said 2R-chromancarboxylate is converted via novel 2R-(hydroxymethyl) chroman, 2R-(trifluoromethylsulfonyloxymethyl) chroman and 2R-benzylchroman intermediates into 2R-benzylchroman-6-carbaldehyde, a compound of known utility in the manufacture of certain hypoglycemic agents.

公开(公告)号：US4996158A

公开(公告)日：1991-02-26

申请号：US287043

申请日：1988-12-21

申请人： Junichi Oda ,  Masaki Amano ,  Haruhiko Toda ,  Toshiyuki Koyagi

发明人： Junichi Oda ,  Masaki Amano ,  Haruhiko Toda ,  Toshiyuki Koyagi

IPC分类号： C07C29/74 ,  C07C67/08 ,  C12P7/04 ,  C12P7/22 ,  C12P11/00 ,  C12P13/00 ,  C12P41/00

CPC分类号： C12P13/004 ,  C07C29/74 ,  C07C67/08 ,  C12P11/00 ,  C12P41/004 ,  C12P7/04 ,  C12P7/22 ,  C07B2200/07

摘要： A racemic alcohol is subjected to the optical resolution by irreversibly esterifying one of the two antipodes of the racemic alcohol with an acid anhydride or enol ester of a carboxylic acid in a organic solvent in the presence of a hydrolase. This optical resolution uses a non-aqueous organic solvent in which the hydrolase is insoluble and involves an irreversible esterification, thus permitting an efficient optical resolution and improving recovery and re-usability of the hydrolase.

摘要翻译： 外消旋醇在水解酶存在下，通过在有机溶剂中用酸酐或羧酸烯醇酯不可逆地酯化外消旋醇的两个对映体之一来进行光学拆分。 该光学分辨率使用非水有机溶剂，其中水解酶不溶解并且涉及不可逆酯化，从而允许有效的光学拆分并改善水解酶的回收和再利用。

公开(公告)号：US4985365A

公开(公告)日：1991-01-15

申请号：US201927

申请日：1988-06-03

申请人： Satoshi Mitsuda ,  Noritada Matsuo ,  Hideo Hirohara

发明人： Satoshi Mitsuda ,  Noritada Matsuo ,  Hideo Hirohara

IPC分类号： A01N37/38 ,  C12P7/02 ,  C12P13/00 ,  C12P41/00

CPC分类号： C12P13/004 ,  A01N37/38 ,  C07C255/00 ,  C12P41/004 ,  Y10S435/822

摘要： A process for preparing resolved (S)-(-)-.alpha.-cyano-3-phenoxybenzyl alcohol or an (S)-isomer-rich optically active .alpha.-cyano-3-phenoxybenzyl alcohol compound.

摘要翻译： 一种制备分解的（S） - （ - ） - α-氰基-3-苯氧基苄醇或（S） - 异构体的光学活性α-氰基-3-苯氧基苄醇化合物的方法。

公开(公告)号：US4971909A

公开(公告)日：1990-11-20

申请号：US227248

申请日：1988-08-02

申请人： Masakazu Kaneoya ,  Naoyuki Yoshida ,  Manabu Uchida

发明人： Masakazu Kaneoya ,  Naoyuki Yoshida ,  Manabu Uchida

IPC分类号： C12P17/12 ,  C12P41/00

CPC分类号： C12P17/12 ,  C12P41/004

摘要： The present invention provides a process for producing optically active compounds by a biochemical method in which specific compounds having pyridine skeletons and hydroxyl groups are reacted with esters in the presence of hydrolases.The compounds have the following general formula: ##STR1## wherein X is selected from substituted pyridyl groups. Y is selected from hydrogen and halogen atoms, a cyano group, and a trifluoromethyl group. R is an alkylene group having 1-20 carbon atoms, and n is 0 or 1. Q is an alkylene group having 1-20 carbon atoms and m is 0 or 1.

公开(公告)号：US4745066A

公开(公告)日：1988-05-17

申请号：US846766

申请日：1986-04-01

申请人： Shigeki Hamaguchi ,  Takehisa Ohashi ,  Kiyoshi Watanabe

发明人： Shigeki Hamaguchi ,  Takehisa Ohashi ,  Kiyoshi Watanabe

IPC分类号： C07B31/00 ,  C07C67/00 ,  C07C301/00 ,  C07C303/22 ,  C07C309/72 ,  C12P11/00 ,  C12P41/00 ,  C12R1/01 ,  C12R1/38 ,  C12R1/66 ,  C12R1/785 ,  C12R1/845

CPC分类号： C12P41/004 ,  C07C309/00 ,  C12P11/00

摘要： A method for producing optically active glycol derivatives by biochemical resolution which comprises contacting a racemic ester of the general formula 1 ##STR1## (wherein R.sub.1 is an aliphatic hydrocarbon group of 1 to 16 carbon atoms, R.sub.2 is an aliphatic hydrocarbon group of 1 to 8 carbon atoms, and R.sub.3 is an aromatic hydrocarbon group such as phenyl, tolyl or naphtyl) with a microorganism- or animal organ-derived enzyme having stereoselective hydrolytic activity to asymmetrically hydrolyze said racemic ester of general formula 1 to produce an optically active alcohol of general formula 2* ##STR2## (wherein R.sub.1 and R.sub.3 have the same meanings as defined above) and an unreacted ester of the general formula 1* ##STR3## (wherein R.sub.1, R.sub.2 and R.sub.3 have the same meanings as defined hereinbefore), separating the optically active compounds from each other, hydrolyzing said ester of general formula 1* to give an optically active glycol derivative which is antipodal to the alcohol of general formula 2* and, then, isolating the same optically active glycol derivative. The invention provides a method for producing optically active glycol derivatives, which is expedient, does not require costly reagents and is suited to commercial scale production.

摘要翻译： 一种通过生物化学拆分制备光学活性二醇衍生物的方法，其包括使通式1的外消旋酯1（其中R 1是1至16个碳原子的脂族烃基，R 2是1的脂族烃基， 8个碳原子，并且R 3是芳族烃基如苯基，甲苯基或萘基）与具有立体选择性水解活性的微生物或动物器官衍生的酶不对称地水解所述通式1的外消旋酯以产生光学活性的醇 通式2 * 2 *（其中R 1和R 3具有与上述相同的含义）和通式1 *未反应的酯*（其中R 1，R 2和R 3具有与定义相同的含义） 将光学活性化合物彼此分离，水解所述通式1 *的酯，得到对通式为醇的对映体的光学活性二醇衍生物 2 *，然后分离相同的光学活性二醇衍生物。 本发明提供了一种制备光学活性二醇衍生物的方法，这是有利的，不需要昂贵的试剂并且适于商业规模生产。

公开(公告)号：US20140242651A1

公开(公告)日：2014-08-28

申请号：US14220301

申请日：2014-03-20

申请人： Bernhard Hauer ,  Cecilia Kvarnström Branneby ,  Karl Hult ,  Anders Magnusson ,  Anders Hamberg

发明人： Bernhard Hauer ,  Cecilia Kvarnström Branneby ,  Karl Hult ,  Anders Magnusson ,  Anders Hamberg

IPC分类号： C12P7/62 ,  C12N9/20

CPC分类号： C12P7/62 ,  C12N9/20 ,  C12P41/004

摘要： The present invention relates to a biocatalytic method of preparing a mono-acylated polyol catalyzed by triacylglycerol lipase mutants, as for example derived from Candida antarctica lipase B (CALB); a biocatalytic method of enantioselectively preparing an asymmetric mono-acylated polyol, catalyzed by the same enzyme mutants; as well as the use of a mutated triacylglycerol lipase in a method of preparing mono-acylated polyols. The invention also provides novel mutants, coding sequences thereof, and recombinant microorganisms carrying said coding sequences.

摘要翻译： 本发明涉及由三酰基甘油脂肪酶突变体催化的单酰化多元醇的生物催化方法，例如衍生自南极假丝酵母脂肪酶B（CALB）; 通过相同的酶突变体催化的对映选择性制备不对称单酰化多元醇的生物催化方法; 以及在制备单酰化多元醇的方法中使用突变的三酰基甘油脂肪酶。 本发明还提供了新的突变体，其编码序列和携带所述编码序列的重组微生物。