& A-110-20-9,C41-H60-N2-O10,6-Deoxy-3-des(cladinosyl
A-110-20-9,C41-H60-N2-O10,6-Deoxy-3-des(cladinosyl
摘 要：A-110-20-9,C41-H60-N2-O10,6-Deoxy-3-des(cladinosyloxy)-3-oxo-6-[3-(3-quinolinyl)-2(E)-propenyloxy]erythromycin A
【药物名称】A-184656
【化学名】6-Deoxy-3-des(cladinosyloxy)-3-oxo-6-[3-(3-quinolinyl)-2(E)-propenyloxy]erythromycin A
【CAS登记号】-9
【结构式】
【分子式】C41-H60-N2-O10
【分子量】740.929
【原研厂家】Abbott (Originator)
【作用类别】Antibiotics, ANTIINFECTIVE THERAPY, Macrolides
【研发状态】Biological Testing
【合成情况】　
〖来源〗38th Intersci Conf Antimicrob Agents Chemother (Sept 24 1998, San Diego)
〖合成路线〗
〖标题〗Synthesis and antibacterial activity of 6-O-substituted ketolides
〖合成方法〗Alkylation of silylated erythromycin oxime (I) with allyl bromide in the presence of t-BuOK provided allyl ether (II). After acid hydrolysis of the cyclo hexylidene ketal of (II), the oxime group was removed by treatment with NaHSO3 and formic acid to afford ketone (IV). Subsequent cleavage of the 3-O-cladinose unit of (IV) by hydrolysis with HCl furnished ketolide (V). The 2'-hydroxyl group of (V) was then protected by benzoylation with benzoic anhydride yielding (VI).
〖作者〗Flamm, R.K.; Raney, P.M.; Nilius, A.M.; Bui, M.; Or, Y.S.; Wang, S.; Plattner, J.J.; Ma, Z.; Clark, R.; Chu, D.T.W.
〖参考〗Flamm, R.K.; Raney, P.M.; Nilius, A.M.; Bui, M.; Or, Y.S.; Wang, S.; Plattner, J.J.; Ma, Z.; Clark, R.; Chu, D.T.W.; Synthesis and antibacterial activity of 6-O-substituted ketolides. 38th Intersci Conf Antimicrob Agents Chemother (Sept 24 1998, San Diegoww.chemdrug.com/ex
〖出处〗38th Intersci Conf Antimicrob Agents Chemother (Sept 24 1998, San Diego)1998,,():Abst F-126
〖备注〗Synthesis of 268294:
Alkylation of silylated erythromycin oxime (I) with allyl bromide in the presence of KOtBu provided allyl ether (II). After acid hydrolysis of the cyclo hexylidene ketal of (II), the oxime group was removed by treatment with NaHSO3 and formic acid to afford ketone (IV). Subsequent cleavage of the 3-O- cladinose unit of (IV) by hydrolysis with HCl furnished ketolide (V). The 2'-hydroxyl group of (V) was then protected by benzoylation with benzoic anhydride yielding (VI). (Scheme a)
Oxidation of the 3-hydroxyl group of (VI) by means of N-chlorosuccinimide in the presence of Me2S and Et3N produced ketone (VII). A 3-quinolinyl moiety was further introduced on the allyl group of (VII) by treatment with 3-bromoquinoline (VIII) in the presence of Pd(OAc)2 and tri-o-tolyl phosphine to yield (IX). Finally, the benzoate ester of (IX) was cleaved by treatment with boiling MeOH. (Scheme b)
〖来源〗38th Intersci Conf Antimicrob Agents Chemother (Sept 24 1998, San Diego)
〖合成路线〗
〖标题〗Synthesis and antibacterial activity of 6-O-substituted ketolides
〖合成方法〗Oxidation of the 3-hydroxyl group of (VI) by means of N-chlorosuccinimide in the presence of Me2S and Et3N produced ketone (VII). A 3-quinolinyl moiety was further introduced on the allyl group of (VII) by treatment with 3-bromoquinoline (VIII) in the presence of Pd(OAc)2 and tri-o-tolyl phosphine to yield (IX). Finally, the benzoate ester of (IX) was cleaved by treatment with boiling MeOH.
〖作者〗Flamm, R.K.; Raney, P.M.; Nilius, A.M.; Bui, M.; Or, Y.S.; Wang, S.; Plattner, J.J.; Ma, Z.; Clark, R.; Chu, D.T.W.
〖参考〗Flamm, R.K.; Raney, P.M.; Nilius, A.M.; Bui, M.; Or, Y.S.; Wang, S.; Plattner, J.J.; Ma, Z.; Clark, R.; Chu, D.T.W.; Synthesis and antibacterial activity of 6-O-substituted ketolides. 38th Intersci Conf Antimicrob Agents Chemother (Sept 24 1998, San Diegoww.chemdrug.com/ex
〖出处〗38th Intersci Conf Antimicrob Agents Chemother (Sept 24 1998, San Diego)1998,,():Abst F-126
〖备注〗Synthesis of 268294:
Alkylation of silylated erythromycin oxime (I) with allyl bromide in the presence of KOtBu provided allyl ether (II). After acid hydrolysis of the cyclo hexylidene ketal of (II), the oxime group was removed by treatment with NaHSO3 and formic acid to afford ketone (IV). Subsequent cleavage of the 3-O- cladinose unit of (IV) by hydrolysis with HCl furnished ketolide (V). The 2'-hydroxyl group of (V) was then protected by benzoylation with benzoic anhydride yielding (VI). (Scheme a)
Oxidation of the 3-hydroxyl group of (VI) by means of N-chlorosuccinimide in the presence of Me2S and Et3N produced ketone (VII). A 3-quinolinyl moiety was further introduced on the allyl group of (VII) by treatment with 3-bromoquinoline (VIII) in the presence of Pd(OAc)2 and tri-o-tolyl phosphine to yield (IX). Finally, the benzoate ester of (IX) was cleaved by treatment with boiling MeOH. (Scheme b)
〖来源〗EP 0929563; US 5866549; WO 9809978
〖合成路线〗
〖标题〗6-O-Substd. ketolides having antibacterial activity
〖合成方法〗Alkylation of silylated erythromycin oxime (I) with allyl bromide in the presence of t-BuOK provided allyl ether (II). After acid hydrolysis of the cyclo hexylidene ketal of (II), the oxime group was removed by treatment with NaHSO3 and formic acid to afford ketone (IV). Subsequent cleavage of the 3-O-cladinose unit of (IV) by hydrolysis with HCl furnished ketolide (V). The 2'-hydroxyl group of (V) was then protected by benzoylation with benzoic anhydride yielding (VI).
〖作者〗Or, Y.S.; Ma, Z.; Clark, R.F.; Chu, D.T.; Plattner, J.J. (Abbott Laboratories Inc.)
〖参考〗Or, Y.S.; Ma, Z.; Clark, R.F.; Chu, D.T.; Plattner, J.J. (Abbott Laboratories Inc.); 6-O-Substd. ketolides having antibacterial activity. EP 0929563; US 5866549; WO 9809978
〖出处〗EP 0929563; US 5866549; WO 9809978,,():
〖备注〗Synthesis of 268294:
Alkylation of silylated erythromycin oxime (I) with allyl bromide in the presence of KOtBu provided allyl ether (II). After acid hydrolysis of the cyclo hexylidene ketal of (II), the oxime group was removed by treatment with NaHSO3 and formic acid to afford ketone (IV). Subsequent cleavage of the 3-O- cladinose unit of (IV) by hydrolysis with HCl furnished ketolide (V). The 2'-hydroxyl group of (V) was then protected by benzoylation with benzoic anhydride yielding (VI). (Scheme a)
Oxidation of the 3-hydroxyl group of (VI) by means of N-chlorosuccinimide in the presence of Me2S and Et3N produced ketone (VII). A 3-quinolinyl moiety was further introduced on the allyl group of (VII) by treatment with 3-bromoquinoline (VIII) in the presence of Pd(OAc)2 and tri-o-tolyl phosphine to yield (IX). Finally, the benzoate ester of (IX) was cleaved by treatment with boiling MeOH. (Scheme b)
〖来源〗EP 0929563; US 5866549; WO 9809978
〖合成路线〗
〖标题〗6-O-Substd. ketolides having antibacterial activity
〖合成方法〗Oxidation of the 3-hydroxyl group of (VI) by means of N-chlorosuccinimide in the presence of Me2S and Et3N produced ketone (VII). A 3-quinolinyl moiety was further introduced on the allyl group of (VII) by treatment with 3-bromoquinoline (VIII) in the presence of Pd(OAc)2 and tri-o-tolyl phosphine to yield (IX). Finally, the benzoate ester of (IX) was cleaved by treatment with boiling MeOH.
〖作者〗Or, Y.S.; Ma, Z.; Clark, R.F.; Chu, D.T.; Plattner, J.J. (Abbott Laboratories Inc.)
〖参考〗Or, Y.S.; Ma, Z.; Clark, R.F.; Chu, D.T.; Plattner, J.J. (Abbott Laboratories Inc.); 6-O-Substd. ketolides having antibacterial activity. EP 0929563; US 5866549; WO 9809978
〖出处〗EP 0929563; US 5866549; WO 9809978,,():
〖备注〗Synthesis of 268294:
Alkylation of silylated erythromycin oxime (I) with allyl bromide in the presence of KOtBu provided allyl ether (II). After acid hydrolysis of the cyclo hexylidene ketal of (II), the oxime group was removed by treatment with NaHSO3 and formic acid to afford ketone (IV). Subsequent cleavage of the 3-O- cladinose unit of (IV) by hydrolysis with HCl furnished ketolide (V). The 2'-hydroxyl group of (V) was then protected by benzoylation with benzoic anhydride yielding (VI). (Scheme a)
Oxidation of the 3-hydroxyl group of (VI) by means of N-chlorosuccinimide in the presence of Me2S and Et3N produced ketone (VII). A 3-quinolinyl moiety was further introduced on the allyl group of (VII) by treatment with 3-bromoquinoline (VIII) in the presence of Pd(OAc)2 and tri-o-tolyl phosphine to yield (IX). Finally, the benzoate ester of (IX) was cleaved by treatment with boiling MeOH. (Scheme b)
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A-110-20-9,C41-H60-N2-O10,6-Deoxy-3-des(cladinosyl
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&经过10余年的大力开拓，PLC已经成为了台达自动化继变频器之后的又一拳头产品。2007年，台达PLC取得了成长率近40%的好成绩，并推出了多种高性能新产品，对拓展更广阔的市场、提升台达品牌的影响力都起到了很大的推动作用。而在2008年，台达PLC将会继续创新发展思路，增强产品的通讯功能，加强在高校教育环境的推广力度，并加紧研发中型PLC产品，将眼光投向更广泛的市场领域。为使业界及用户充分了解台达PLC的研发战略、营销举措以及最新的市场目标，中达电通PLC产品处经理张绍坤先生近日接受了采访。高端新品完备台达PLC产品线　　张经理说，“今年一二季度，台达PLC产品系列的最大突破就是推出了诸多支持工业总线的新产品。以前，台达的自动化产品都是通过串口进行通讯的，这无疑为用户带来了许多不便。而自去年开始，台达支持CANbus、DeviceNET和TCP/IP等网络接口的新产品就陆续面世。今年，台达又推出了RS485转以太网、CANbus和DeviceNET的网关产品，用以弥补现前控制产品不支持高速总线的缺憾，增强它们的通讯功能。”据悉，未来台达新推出的PLC产品都将标配CANbus接口。而具有了高速总线功能的台达自动化产品不仅在纺织、包装等传统行业得到了高度的认可，同时也在机床、楼宇、暖通等行业得到了广泛的应用。　　自2007年开始，台达自动化就开始陆续推出相对高性能的PLC产品，如具有快速应答、高度运算和进阶运动控制等多样功能的EH2系列高性能PLC，可以实现简易数控功能的20PM控制器，以及具有强劲网络功能、可进行模块拓展的台达SV系列PLC等。这些新品的推出，不但拓展了台达PLC产品的应用领域，还提升了台达自动化的品牌形象。2008年，台达高性能PLC的研发和试制工作还在继续。　　2008年二季度，台达电子集团子公司——中达电通还将一款高端的导轨式DRP系列工业开关电源产品引入了中国大陆销售。据张经理介绍，这款电源产品是由台达在泰国的制造工厂生产，具有很高的保护和过载能力，各方面性能指标均可满足高端应用的需求，目前应用于医疗、激光以及一些大型机械设备等领域。这款产品一共有9个规格，目前在国内上市的只有2个规格，预计到今年8月，9个规格就会全部在国内市场上市。这款电源产品也将与台达的自动化产品配套推出。联盟盟立Fama“深入”中大型PLC市场　　台达PLC在中国市场的占有率排名已经进入前五位，特别是在OEM领域占据着明显的市场优势。然而这并没有使台达的目光止于眼前的成绩，拓展产品系列，开发更广阔的市场，将是台达PLC下一步重点努力的目标。　　张经理透露，目前中型PLC市场蓬勃发展，而且很多行业客户都有这方面需求;为此，中达电通特別与台湾盟立自动化股份有限公司签订了Fama&SC501系列PLC独家代理协议，而盟立PLC的优势市场就是中型PLC需求量较大的水处理、道路监控以及水电等行业。这也是中达在量身定制解决方案、为行业客户所切身考虑的一大举措。　　Fama&SC501系列PLC是经济型中型PLC控制系统，其软件兼容MODICOM&PLC，指令、通讯协议等均与MODICOM&PLC兼容，广泛应用于水处理、楼宇、机械加工等行业。在应用上可以为一独立的冗余控制系统，其结构简单不需额外多余配件即可完成电源冗余,通讯冗余,CPU冗余功能的冗余系统,是性价比非常高的冗余系统.亦可运用内建以太网口与内置&CPU&Link的MSGE通讯指令来完成多CPU间之以太网间互相通讯,达成分布式工业以太网高速总线的控制功能或连锁控制。　　“盟立Fama&PLC也是具有悠久历史的台湾PLC品牌，而且产品定位在中高端。因此，盟立Fama&中大型PLC会与台达品牌的中小型PLC产品形成互补，为客户带来最大的附加值。此外，台达PLC的优势市场是OEM，而盟立Fama&PLC则在过程控制领域有表现优异，这有助于我们深入更广泛的市场、为更多客户提供服务。”张经理说。　　目前，盟立Fama&PLC正处于市场深耕阶段，但张经理相信，通过与盟立的合作，中达会成功实现在中型PLC市场的“试水”，为整体PLC产品的推广打下坚实基础。为生力军提供实际“战场”　　为争取更好的市场表现，台达PLC一直在不断地调整市场战略，尝试新的发展思路。2008年，台达PLC正式将与高校的教育合作提上日程，并已取得了初步的成果。　　张经理介绍说，目前台达自动化与高校合作的第一个试点——南京工程学院实验室合作协议已经签订。“我们准备在南京工程学院建立三座台达实验室。一座是基础实验室，用于学生学习操作台达的PLC、HMI和变频器等自动化产品;另一座是数控实验室;还有一座是行业应用实验室。目前前两座实验室的规划已经完成，教材正在编写阶段，而行业应用实验室的定位还在确定中。”张经理说，他们将根据学生毕业后实际可能进入的行业而制订相应的学习内容，以使他们能够“学以致用”。　　与高校的教育合作，一方面是为学生提供一流的实验条件和工程实训环境，为培养、托起中国明天的自动化太阳而努力，另一方面也是让越来越多的工程师以及自动化专业的学子可以了解台达这一世界自动化领军品牌的魅力。　　“紧跟用户需求，研制最适合行业需要的产品”一直是台达PLC所遵循的准则。2008年，台达PLC这方面的工作也将继续推进。张经理介绍说，中达电通PLC产品处将设立专案管理经理，专门处理行业客户的特殊需求，并协助销售和研发部门贴近市场、开拓客户。目前正实施的其中一个项目就是将新推出的可以实现简易数控功能的20PM控制器，用于高速绕线机。这种控制器的脉冲速度可以超过500kb/s，通过将绕线机功能写入PLC底层程序，它就可以作为高速绕线机的控制专机使用。　　2008年，中达电通PLC产品处为了更好的为客户服务，为经销商提供技术支持，又推出一项重要举措就是定期的经销商培训。预计到今年年底，将为经销商培养出200多位合格的PLC应用工程师。之后，也会将一些大型的最终用户纳入培训计划。　　在应用领域方面，目前OEM领域仍然是台达PLC主要的应用市场，但同时，中达电通也开拓了一些OEM领域以外的市场，比如立体车库、洗车机、医疗、铁路，以及越发受到重视的能源、环保和安全监控等行业，争取服务于更多的行业客户。　　2008年，台达将提高高端PLC产品在整体销售额中的比例，进一步提升台达自动化产品的品牌价值。相信在新的发展思路及市场战略的指导下，台达PLC今年将完美实现既定目标，发挥台达PLC贴近客户、高性价比的优势，取得更大的市场成绩。&&&&&&&&&咨询热线：诚信经营，质量为首，诚信至上，鼎晟达竭诚为您服务&&&&&&&&&&&&&&&~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~`&&漳州鼎晟达自动化设备有限公司&&&&&&&&联系人&&&&&黄纯燕&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&手机&&&&&&：QQ&&&&&&&&：&&&&&&&&&&&&&&&&&&&&&&&&邮箱&&&&&&：传真&&&&&&：（请备注林工收）&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&&~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~*所有备件的质保期均为1年，经过专业测试认证。*如果您需要订购产品超过1件，请与我们联系，我们可以为您提供折扣。*我们仅采用快递方式递送备件。（顺丰）*如果您发现其他供货商为相同产品提供更为低廉的价格，我们也愿意参照其价格向您提供进一步的折扣。如果还有其他任何问题，请随时与我们联系。*请让我们知道您有任何，备品，备件，的需要，我们可以给您进一步的援助，我们等候您的询盘。【主营产品】1：Invensys&Foxboro（福克斯波罗）：I/A&Series系统，FBM（现场输入/输出模块）顺序控制、梯形逻辑控制、事故追忆处理、数模转换、输入/输出信号处理、数据通信及处理等。2：Invensys&Triconex:&冗余容错控制系统、基于三重模件冗余（TMR）结构的最现代化的容错控制器。3：Westinghouse（西屋）：&OVATION系统、WDPF系统、WEStation系统备件。4：Rockwell&Allen-Bradley:&Reliance瑞恩、SLC500/、MicroLogix/62/、CompactLogix/、Logix89/88、PLC-5/等。5：Schneider&Modicon（施耐德莫迪康）：Quantum&140系列处理器、控制卡、电源模块等。6：ABB：工业机器人备件DSQC系列、Bailey&INFI&90等。7：Siemens(西门子)：Siemens&MOORE，&Siemens&Simatic&C1，Siemens数控系统等。8：Motorola（摩托罗拉）：MVME&162、MVME&167、MVME1772、MVME177等系列。9：XYCOM：I/O&、VME板和处理器等。10：GE&FANUC(GE发那科)：模块、卡件、驱动器等各类备件。11：Yaskawa（安川）：伺服控制器、伺服马达、伺服驱动器。12：Bosch&Rexroth（博世力士乐）：Indramat，I/O模块,PLC控制器,驱动模块等。13：Woodward（伍德沃德）：SPC阀位控制器、PEAK150数字控制器。14:工业机器人系统备件。CUTLER&HAMMER&7585T-8-OPC&NSFP&7585T8OPCCutler&Hammer&A202K4AC&NSFP&**GENUINE**&Eaton&WestinghouseCutler&Hammer&XFDN100B&Explosion&proof&enclosure&with&EHD3100k&circuit&breakerCUTLER&HAMMER&1155K&PMP&1100&&PANELMATE&PRO&LT&92-5KPMP1100Cutler&Hammer&1775T-PMPP-1700&24V&Dc&1.1&Amp&23&Watt&Panelmate&Touch&PanelGould&Modicon&Schneider&Cutler&Hammer&Eaton&91-01430-00&CRT&Monitor&Display&TubeCUTLER&HAMMER&39PKH&USPP&39PKHEaton&Cutler-Hammer&RGH316032E&Circuit&Breaker&1600&Amps&@&690V&ACCUTLER&HAMMER&SV9030AS-6M0A00&USPP&SVA00CUTLER&HAMMER&SV9030AJ-5M0B00&USPP&SVB00CUTLER&HAMMER&W210M1CFC&USPP&W210M1CFCCUTLER&HAMMER&XTCE500M22A&USPP&XTCE500M22ACUTLER&HAMMER&92Y00984-06&USPP&92Y0098406CUTLER&HAMMER&CPS160240DAK&NSFP&CPS160240DAKCUTLER&HAMMER&#6&1A96729-&STYLE&C01&&400&HP&540&AMPSHFDE316036&Cutler&Hammer&Eaton&LSIG&FunctionsCUTLER&HAMMER&A10G-NOC&USPP&A10GNOCCUTLER&HAMMER&CPS160208YAA&USPP&CPS160208YAACutler&Hammer&ECN1712SAA&NSFP&**GENUINE**&WestinghouseCUTLER&HAMMER&PXM4051A1AA&USPP&PXM4051A1AACUTLER&HAMMER&92-00657-01&NSFP&CUTLER&HAMMER&SPX007A1-5A4B1&NSFP&SPX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