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    METHOD FOR PREPARING 1-HYDROXY-2-METHYL-3-PENTANONE
    2.
    发明申请
    METHOD FOR PREPARING 1-HYDROXY-2-METHYL-3-PENTANONE 审中-公开

    公开(公告)号：US20200010394A1

    公开(公告)日：2020-01-09

    申请号：US16460327

    申请日：2019-07-02

    申请人： BASF SE

    发明人： Dagmar Pascale KUNSMANN-KEITEL ,  Georg Heinrich GROSCH ,  Jan-Dirk ARNDT ,  Gauthier Luc Maruice AVERLANT ,  Wolf-Steffen WEISSKER ,  Marcus Georg SCHREMS ,  Dan-Tam Daniel TANG

    IPC分类号： C07C45/64 ,  C07C45/83 ,  C07C49/17

    摘要： Method for preparing 1-hydroxy-2-methyl-3-pentanone (I) by reacting formaldehyde with diethyl ketone in a reactor in the presence of water and a basic component at a temperature of 50 to 150° C. and a pressure of 0.2 to 10 MPa abs, in which the basic component used is a trialkylamine from the group comprising trimethylamine, N,N-dimethylethylamine, N,N-diethylmethylamine, triethylamine, N,N-dimethyl-n-propylamine, N-ethyl-N-methyl-n-propylamine, N,N-dimethylisopropylamine, N-ethyl-N-methylisopropylamine, N,N-dimethyl-n-butylamine, N,N-dimethylisobutylamine and N,N-dimethyl-sec-butylamine, and from the reaction mixture obtained, trialkylamine as low boiler and a bottom product comprising 1-hydroxy-2-methyl-3-pentanone (I) as high boiler are separated in a distillation apparatus, wherein the distillation apparatus is operated at a top pressure of 0.2 to 1 MPa abs.

    PROCESS FOR PREPARATION OF PROSTACYCLIN DERIVATIVES
    3.
    发明申请
    PROCESS FOR PREPARATION OF PROSTACYCLIN DERIVATIVES 审中-公开

    公开(公告)号：US20190031589A1

    公开(公告)日：2019-01-31

    申请号：US16071967

    申请日：2017-01-25

    申请人： Emcure Pharmaceuticals Limited

    发明人： Mukund Keshav Gurjar ,  Narendra Kumar Tripathy ,  Chinmoy Mriganka Pramanik

    IPC分类号： C07C51/08 ,  C07C253/30 ,  C07C45/64 ,  C07C37/00

    摘要： The invention relates to improved method of synthesis for Treprostinil comprising condensation reaction of the carbonyl compound having allyl, alkyl, crotyl or MEM-protected phenolic hydroxyl group, compound (4) with a hydroxyl-protected alkynol (5) to give the condensation product, compound (6). Subjecting compound (6) to oxidation, reduction, hydroxyl protection and carbonylation, cyclization reactions gave the tricyclic derivative (10). Further reactions comprising reduction, hydrogenation and deprotection of the phenolic and side-chain hydroxyl groups, wherein the sequence and choice of reagents was governed by protecting groups, gave the triol intermediate, compound (14). Cyanoalkylation at phenolic hydroxyl functionality and further hydrolysis yielded the prostacyclin compound, Treprostinil (1) and its pharmaceutically acceptable salts, having desired purity.

    Method of preparing a liquiritigenin precursor
    4.
    发明授权
    Method of preparing a liquiritigenin precursor 有权

    公开(公告)号：US10023552B2

    公开(公告)日：2018-07-17

    申请号：US15322582

    申请日：2015-07-01

    申请人： Haruo Higo

    发明人： Haruo Higo ,  Toshiya Masuda

    IPC分类号： C07D311/48 ,  C07D311/42 ,  C07C45/41 ,  C07C45/64 ,  A23L33/105 ,  A23L2/52

    摘要： [Problem] To provide a process suitable for mass-producing of iso-liquiritigenin.[Solution] A process for preparing iso-liquiritigenin, which comprises steps of coupling a 4-alkoxycinnamic acid represented by formula (I) with a 1,3-alkoxybenzene represented by formula (II) through the Friedel-Crafts reaction (A) to synthesize a tri-alkoxy-iso-liquiritigenin represented by formula (III), to crystallize out the reaction product, and eliminating the protecting groups therefrom to obtain iso-liquiritigenin, represented by formula (IV). The iso-liquiritigenin (IV), is administered as a precursor for liquiritigenin represented by formula (V) to the body, thereby obtaining in vivo a pharmacological effect of the (−) isomer of liquiritigenin.

    Process for the preparation of (2Z,5Z)-5-(3-chloro-4-((R)-2,3-dihydroxypropdxy)benzylidene)-2-(propylimino)-3-(o-tolyl)thiazolidin-4-one and intermediate used in said process
    8.
    发明授权
    Process for the preparation of (2Z,5Z)-5-(3-chloro-4-((R)-2,3-dihydroxypropdxy)benzylidene)-2-(propylimino)-3-(o-tolyl)thiazolidin-4-one and intermediate used in said process 有权
    制备（2Z，5Z）-5-（3-氯-4 - （（R）-2,3-二羟基丙基）亚苄基）-2-（丙基亚氨基）-3-（邻甲苯基）噻唑烷-4 - 所述方法中使用的一种和中间体

    公开(公告)号：US09340518B2

    公开(公告)日：2016-05-17

    申请号：US14422167

    申请日：2013-08-15

    申请人： Actelion Pharmaceuticals, LTD

    发明人： Christelle Herse

    IPC分类号： C07C45/64 ,  C07C45/81 ,  C07C47/575 ,  C07D277/54

    CPC分类号： C07D277/54 ,  C07B2200/13 ,  C07C45/64 ,  C07C45/81 ,  C07C47/575

    摘要： The present invention relates to a new process for the preparation of (2Z,5Z)-5-(3-chloro-4-((R)-2,3-dihydroxypropoxy)benzylidene)-2-(propylimino)-3-(o-tolyl)thiazolidin-4-one and to the new intermediate (R)-3-chloro-4-(2,3-dihydroxypropoxy)-benzaldehyde used in this process. (2Z,5Z)-5-(3-Chloro-4-((R)-2,3-dihydroxypropoxy)benzylidene)-2-(propylimino)-3-(o-tolyl)thiazolidin-4-one is described in WO 2005/054215 to act as an immunosuppressive agent. The present invention further also relates to a new process for the preparation of (R)-3-chloro-4-(2,3-dihydroxypropoxy)-benzaldehyde.

    摘要翻译： 本发明涉及制备（2Z，5Z）-5-（3-氯-4 - （（R）-2,3-二羟基丙氧基）亚苄基）-2-（丙基亚氨基）-3-（ 邻甲苯基）噻唑烷-4-酮和在该方法中使用的新的中间体（R）-3-氯-4-（2,3-二羟基丙氧基） - 苯甲醛。 （2Z，5Z）-5-（3-氯-4 - （（R）-2,3-二羟基丙氧基）亚苄基）-2-（丙基亚氨基）-3-（邻甲苯基）噻唑烷-4-酮描述于 WO 2005/054215用作免疫抑制剂。 本发明还涉及制备（R）-3-氯-4-（2,3-二羟基丙氧基） - 苯甲醛的新方法。