专利快速检索-快速检索全球专利，免费商用专利数据库-IPRDB

1. 发明专利

JPH04257574A INTERMEDIATE FOR MACROLIDE SYNTHESIS AND ITS PRODUCTION 失效
公开(公告)号：JPH04257574A
公开(公告)日：1992-09-11
申请号：JP10407791
申请日：1991-02-12
申请人： RIKAGAKU KENKYUSHO
发明人： OISHI TAKESHI , NAKADA TADASHI , KOMATSU TOSHIYA
IPC分类号： C07D319/06 , C07D407/06 , C07D493/14
摘要： PURPOSE:To obtain a new compound, an intermediate for synthesizing macrolidis which are useful as antitumor agents, etc., having antitumor action and antimicrobial action. CONSTITUTION:A compound shown by formula I (R and R are lower alkyl, aromatic group or R and R are bonded to form aliphatic ring; R is lower alkyl). The compound us obtained by reacting a compound shown by formula II with an acetonedialkyl acetal in the presence of an alcohol and further reacting the reaction product with a dialkyl acetal in the absence of an alcohol. The compound is usable for synthesizing macrolides such as swinholide or bistheonellide. The compound is obtained selectively, in high yield and in high purity.

2. 发明专利

JPS62234079A INTERMEDIATE FOR SYNTHESIZING APLASMOMYCIN AND PRODUCTION THEREOF 失效
公开(公告)号：JPS62234079A
公开(公告)日：1987-10-14
申请号：JP7628386
申请日：1986-04-02
申请人： RIKAGAKU KENKYUSHO
发明人： NAKADA TADASHI , SAITO KUNIO , OISHI TAKESHI
IPC分类号： C07F7/18 , C07D307/00 , C07D309/10 , C07D339/00 , C07D339/08 , C07D409/06
摘要： NEW MATERIAL:A compound shown by formula I [R is H or group shown by formula II (R is H or COPh); R is H or SiMe2 Bu]. EXAMPLE:A diol compound shown by formula III. USE:A starting substance for a fragment compound of an intermediate for synthesizing aplasmomycin having antibacterial activity. PREPARATION:An epoxide compound shown by formula IV is reacted with PhSO2Me and n-BuLi in the presence of BF3.EtO2 to give a sulfone compound shown by formula V, which is then reacted with propanedithiol to give a compound shown by formula III wherein R and R are H in the formula I. The compound shown by formula III is then reacted with t-butyldimethylsilyl triflate in the presence of 2,6-lutidine to give a compound shown by formula I wherein R is SiMe Bu, which is further reacted with a compound shown by formula VI in the presence of n-BuLi to give a compound wherein R is group shown by formula II and R is SiMe Bu in the formula I. Then this compound is converted to a compound shown by formula VII to give a benzoate shown by formula VIII.

3. 发明专利

JPS62205048A SYNTHESIS OF OPTICALLY ACTIVE (-)-OUDEMANSIN B 失效
公开(公告)号：JPS62205048A
公开(公告)日：1987-09-09
申请号：JP4599386
申请日：1986-03-03
申请人： RIKAGAKU KENKYUSHO
发明人： AKITA HIROYUKI , MATSUKURA HIROKO , OISHI TAKESHI
IPC分类号： A61K31/215 , A61P31/04 , C07C67/333 , C07C69/734
摘要： PURPOSE:To stereoselectively obtain the titled optically active substance in high efficiency, by using alpha-hydroxy-beta-acetyl-butyric acid methyl ester and 3- chloro-4-methoxybenzyl-triphenylphosphonium bromide as starting substances. CONSTITUTION:The alkyne compound of formula I is treated with a reducing agent and the resultant vinyl compound is treated with a methylation agent to obtain the methoxy compound of formula II. The product is treated with a reducing agent and then with an oxidizing agent to afford an alcohol of formula III. The primary alcohol is protected and then reduced to form the compound of formula IV (R is protective group for primary alcohol). The compound is made to react with the compound of formula V and the protecting group is removed to obtain the compound of formula VI, which is treated with John's reagent and converted to methyl ester with diazomethane. The ester is treated with a formylation agent and then converted to methyl ether with diazomethane to economically obtain the objective optically active compound (an antibiotic substance having strong antibacterial activity).

4. 发明专利

JPS62205047A SYNTHESIS OF OPTICALLY ACTIVE (-)-OUDEMANSIN B 失效
公开(公告)号：JPS62205047A
公开(公告)日：1987-09-09
申请号：JP4599286
申请日：1986-03-03
申请人： RIKAGAKU KENKYUSHO
发明人： AKITA HIROYUKI , MATSUKURA HIROKO , OISHI TAKESHI
IPC分类号： A61K31/215 , A61P31/04 , C07C67/22 , C07C67/333 , C07C69/734
摘要： PURPOSE:To produce the titled optically active substance (an antibiotic substance) stereoselectively in high yield, by using alpha-hydroxy-beta-methylbutyrolactone and 3-chloro-4-methoxybenzyl-triphenylphosphonium bromide as starting substances. CONSTITUTION:The hydroxyl compound of formula I is converted to a methoxy compound by treating with a methylation agent and reduced to obtain the compound of formula II, which is made to react with the compound of formula III to obtain the compound of formula IV. The product is made to react with a compound of formula RCl (R is toluenesulfonyl or methanesulfonyl) to convert the OH to OR and then with an alkali metal cyanate to obtain the compound of formula V. The compound is treated with alkali, neutralized and methylated with diazomethane to the compound of formula VI. The product is treated with formylation agent and finally converted to methyl ether with diazomethane to economically produce the objective optically active compound of formula VII having strong antibacterial activity.

5. 发明专利

JPS61103879A Synthesis of optically active (+)-pedamide 失效
标题翻译：光学活性（+） - PEDAMIDE的合成
公开(公告)号：JPS61103879A
公开(公告)日：1986-05-22
申请号：JP22557484
申请日：1984-10-26
申请人： Rikagaku Kenkyusho
发明人： OISHI TAKESHI , NAKADA TADASHI , NAGAO SHIGETO , MORI NOBUYUKI
IPC分类号： C07F7/18 , C07D309/08 , C07D309/10
摘要： PURPOSE: To obtain a pedamide which is a fragment compound of pederine having specific steric structure and physiological activity, in high stereoselectivity and yield, from a starting substance producible from optically active l-malic acid via novel intermediates in 15 steps.
CONSTITUTION: The optically active (+)-pedamide of formula VI can be prepared economically in high optical yield and reaction yield, by (1) converting the compound of formula I to the novel substance of formula IV via the compound of formula II (Me is methyl; Et is ethyl), the compound of formula III (ϕ is phenyl;
t Bu is t-butyl), its ethoxyethyl derivative, hemiacetal, 4β-alcohol, β-thioacetal-δ-lactone, dimethoxy derivative, lactol, methoxymethyl ether, dimethoxy ketone and dimethoxy alcohol all of which are novel substances, (2) converting the compound of formula IV to the novel substance of formula V (Ac is acetly) by demethoxymethylation followed by acetylation, (3) nitrilating the OAc group of the compound of formula V and finally (4) hydrolyzing the product.
COPYRIGHT: (C)1986,JPO&Japio
摘要翻译：目的：通过15个步骤，通过新型中间体，从可从光学活性的苹果酸生产的起始物质中获得具有特定立体选择性和产率的具有特定立体选择性和生理活性的er菜片段化合物的西酞酰胺。构成：式VI的光学活性（+） - 酰胺可以经济地制备，具有高的光学收率和反应产率，通过（1）通过式II化合物（I）将式I化合物转化成式IV的新物质是甲基; Et是乙基），式III化合物（phi是苯基; Bu是叔丁基），其乙氧基乙基衍生物，半缩醛，4beta醇，β-硫代缩醛-δ-内酯，二甲氧基衍生物，内酯，甲氧基甲基醚，二甲氧基酮和二甲氧基醇，都是新物质，（2）通过脱甲氧基甲基化，然后乙酰化将式IV化合物转化为式V的新物质（Ac为乙酰基），（3）将OAc基团腈化的式V化合物，最后（4）水解产物。

6. 发明专利

JPH0517469A SYNTHETIC INTERMEDIATE FOR MACROLIDE 失效
公开(公告)号：JPH0517469A
公开(公告)日：1993-01-26
申请号：JP2606991
申请日：1991-02-20
申请人： RIKAGAKU KENKYUSHO
发明人： OISHI TAKESHI , NAKADA TADASHI , KOMATSU TOSHIYA
IPC分类号： A61K31/35 , A61K31/351 , A61P35/00 , C07D309/10 , C07D493/18 , C07D495/10
摘要： PURPOSE:To obtain as a synthetic intermediate for macrolides useful as antiulcer agents, antimicrobial agents, etc. CONSTITUTION:A compound expressed by formula I (R is tert. butyldiphenylsilyl, tert. butyldimethylsilyl, methoxymethyl, acetyl or benzoyl). The compound is obtained by reacting a compound expressed by formula II (Me is methyl) with tert. BuPh2SiCl and imidazole used as reagents in a solvent of DMF at 0 deg.C to ambient temperature for 1-5hr. Lactol expressed by formula II is obtained by reacting a lactone expressed by formula III with a diisobutylalminamhydride reagent in a solvent such as toluene. By using this intermediate, macrolides can be stereoselectively produced in high yield and purity.

7. 发明专利

JPH02190195A PRODUCTION OF OPTICALLY ACTIVE PROPIONIC ACID ESTER COMPOUND 失效
公开(公告)号：JPH02190195A
公开(公告)日：1990-07-26
申请号：JP1061789
申请日：1989-01-19
申请人： RIKAGAKU KENKYUSHO , TANABE SEIYAKU CO
发明人： OISHI TAKESHI , AKITA HIROYUKI , YAMADA HARUTAMI
IPC分类号： C12P41/00 , C12R1/39 , C12R1/66
摘要： PURPOSE:To easily perform optical resolution by reacting a specific compound with a biocatalyst having asymmetric hydrolysis activity, thereby hydrolyzing one of the optically active isomers. CONSTITUTION:A biocatalyst such as lipase or immobilized lipase is produced by treating cells of a microbial strain belonging to genus Aspergillus. etc., by extraction, etc. The obtained biocatalyst is added to a water-saturated organic solvent (e.g. benzene) containing 0.5-10wt.% of a racemic propionic acid ester compound of formula [R is acyl (e.g. lower alkanoyl such as acetyl or mono- or di-halogeno-lower alkanoyl such as chloroacetyl); R is ester residue (e.g. lower alkyl such as methyl or ethyl)] and the compound is hydrolyzed at 20-50 deg.C to obtain a reaction liquid. The reaction liquid is treated e.g. by silica gel column chromatography to separate an antipode and obtain an optically active propionic acid ester compound [e.g. optically active threo-3-(4- methoxyphonyl)-3-(2-nitrophenyl-thio)-2-acyloxyproplonic acid ester].

8. 发明专利

JPS63219396A PRODUCTION OF OPTICALLY ACTIVE AMINE 失效
公开(公告)号：JPS63219396A
公开(公告)日：1988-09-13
申请号：JP5340887
申请日：1987-03-09
申请人： RIKAGAKU KENKYUSHO
发明人： ISHIYAMA AKIO , OISHI TAKESHI , MITSUOKA TOMOTARI , MORI HIROSHI , AKITA HIROYUKI , SUZUKI KUNIO
IPC分类号： C12P13/00 , C12P41/00 , C12R1/01 , C12R1/145 , C12R1/19
摘要： PURPOSE:To produce an optically active amine useful as a medicine, etc., by reacting an aliphatic nitro compound expressed by a specific formula with an enteric bacterium under inert gas atmosphere and extracting the resultant product with a solvent. CONSTITUTION:An aliphatic nitro compound expressed by formula I (R is hydrogen atom or lower alkyl group; n is integer of 1-6; R is lower alkyl group) or a mixture of compounds expressed by formulas I and II (R , R and n are as same as formula I) is reacted with an enteric bacterium to provide the optically active amine expressed by formula III (R , R and n are as same as formula I). The reaction of the aliphatic nitro compound with the enteric bacterium is preferably carried out using the enteric bacterium e.g. at 30-40 deg.C, preferably 37 deg.C for 24-168hr, preferably 100-120hr under an inert gas atmo sphere such as N2.

9. 发明专利

JPS6368098A NOVEL PRODUCTION OF OPTICALLY ACTIVE ALPHA-METHYL-BETA-HYDROXY ESTER 失效
公开(公告)号：JPS6368098A
公开(公告)日：1988-03-26
申请号：JP21216786
申请日：1986-09-09
申请人： RIKAGAKU KENKYUSHO
发明人： AKITA HIROYUKI , MATSUKURA HIROKO , OISHI TAKESHI
IPC分类号： C12P41/00
摘要： PURPOSE:To advantageously obtain an optically active compound useful as a synthetic intermediate of (-)-Oudemansin A, by reducing a specific beta-ketoester body and then reacting the resultant racemic modification with a lipase. CONSTITUTION:A beta-ketoester body expressed by formula I is reduced with Zr(BH4)2 to provide a racemic modification consisting of a mixture of alpha- methyl-beta-hydroxyester expressed by formulas II and III. Then, the resultant racemic modification is reacted with a lipase in order to selectively hydrolyze only the compound expressed by formula III to afford a mixture of an optically active compound expressed by formula IV and an optically active compound expressed by formula II. The mixture is subjected to alkali treatment with sodium hydrogencarbonate to separate an optically active compound expressed by formula II from a neutral part and further an alkali layer is again acidified to give an optically active compound expressed by formula IV. The resultant optically active compound expressed by formula II is useful as a synthetic intermediate of (-)-Oudemansin A.

10. 发明专利

JPS6363398A NOVEL PROCESS FOR PRODUCING OPTICALLY ACTIVE ALPHA-METHYL-BETA-HYDROXY ESTER AND DERIVATIVE THEREOF 失效
公开(公告)号：JPS6363398A
公开(公告)日：1988-03-19
申请号：JP20903086
申请日：1986-09-05
申请人： RIKAGAKU KENKYUSHO
发明人： AKITA HIROYUKI , MATSUKURA HIROKO , OISHI TAKESHI
IPC分类号： C12P41/00 , C07C69/734 , C07D307/68 , C07D333/24
摘要： PURPOSE:To easily obtain an optically active beta-hydroxy ester and its derivative (acetate), by utilizing selective hydrolysis of alpha-methyl-beta-acetoxy ester compound with a lipase. CONSTITUTION:A mixture [(+ or -)-Syn] of the compound of formula I (R is group of formula II-VIII; Ac is acetyl; Me is methyl) and the compound of formula IX is treated with commercially available or industrial lipase to effect the selective and exclusive hydrolysis of the acetoxy group of the compound of formula II to obtain the objective compound of formula X having optical activity. The mixture of the compound of formula I and the compound of formula II can be easily produced by conventional method.

你已经成功收藏专利！

检索式保存成功!

IPRDB

热门服务

关于我们

友情链接

联系方式