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    Method for obtaining crystalline 2′-fucosyllactose
    12.
    发明授权
    Method for obtaining crystalline 2′-fucosyllactose 有权

    公开(公告)号：US11685759B2

    公开(公告)日：2023-06-27

    申请号：US17286474

    申请日：2019-10-17

    Applicant: BASF SE

    Inventor： Michael Puhl ,  Sebastian Wloch ,  Peter Oedman ,  Anne-Catrin Letzel ,  Hartwig Schroeder ,  Jacek Malisz ,  Daniel Seibert-Ludwig ,  Emiel Jan Kappert ,  Chung Huan Wong ,  Michael Barros Gross ,  Martin Viertelhaus

    IPC: C07H1/08 ,  C07H3/06

    CPC classification number: C07H1/08 ,  C07H3/06 ,  C07B2200/13

    Abstract: The present invention relates to a method for obtaining crystalline 2′-fucosyllactose from a 2′-FL raw material, which contains 2′-FL as a main constituent and at least 0.5% by weight, frequently at least 1% by weight, in particular at least 2% by weight, more particularly at least 5% by weight, and especially at least 8% by weight,based on the total amount of mono-and oligosaccharides in the raw material, of one or more mono- or oligosaccharides different from 2′-FL, where the method comprises a)providing a solution of the 2′-FL raw material in water, which does not contain more than 10% by weight, preferably not more than 7% by weight, more preferably not more than 5% by weight of organic solvents, based on the total amount of water; b) effecting the crystallization of 2′-FL from the solution provided in step a) by inducing conditions of a controlled super saturation in the solution; and c) separating crystalline 2′-FL from the mother liquor, and where during controlled supersaturation in step b) not more than 10% by weight, preferably not more than 7% by weight, more preferably not more than 5% by weight of organic solvents are present, based on the total amount of water present during step b).

    Synthesis of chromanol derivatives
    13.
    发明授权
    Synthesis of chromanol derivatives 有权

    公开(公告)号：US11673874B2

    公开(公告)日：2023-06-13

    申请号：US17268985

    申请日：2019-08-16

    Applicant: BASF SE

    Inventor： Melanie Weingarten ,  Wolfgang Siegel ,  Michael Puhl

    IPC: C07D311/72

    CPC classification number: C07D311/72

    Abstract: The present invention relates to a process for the production of chromanol derivatives, more specifically to a process for preparing a compound of the general formula I wherein R1, R2 and R3 independently of each other are selected from hydrogen and methyl, R4 is selected from C-1-C6-alkyl, and X is selected from C1-C20-alkyl and C2-C20-alkenyl.

    Method for preparing 2′-O-fucosyllactose
    14.
    发明授权
    Method for preparing 2′-O-fucosyllactose 有权

    公开(公告)号：US11098075B2

    公开(公告)日：2021-08-24

    申请号：US15510268

    申请日：2015-09-11

    Applicant: BASF SE

    Inventor： Michael Puhl ,  Klaus Ditrich ,  Andreas Keller ,  Pepa Dimitrova ,  Melanie Weingarten ,  Wolfgang Siegel

    IPC: C07H15/26 ,  C07H3/06 ,  C07H1/00 ,  A23L33/10

    Abstract: The present invention relates to a method for preparing 2′-O-fucosyllactose, the 2′-O-fucosyllactose obtainable by this method and the use thereof. The method comprises reacting the persilylated, protected fucose derivatives of the formula (I) below, with at least one tri(C1-C6-alkyl)silyl iodide and subsequently reacting the product thus obtained with the compound of the general formula (II), in the presence of a base. In the formulae (I) and (II), the variables are each defined as follows: RSi are the same or different and are a residue of the formula SiRaRbRc; R1 is a C(═O)—R11 residue or an SiR12R13R14 residue, R2 are the same or different and are C1-C8-alkyl or together form a linear C3-C6-alkanediyl, which is unsubstituted or has 1 to 6 methyl groups as substituents; R3 are the same or different and are C1-C8-alkyl or together form a linear C1-C4-alkanediyl, which is unsubstituted or has 1 to 6 methyl groups as substituents.

    PROCESS FOR THE PREPARATION OF OXOVINYLIONOL AND ITS O-PROTECTED DERIVATIVES
    18.
    发明申请
    PROCESS FOR THE PREPARATION OF OXOVINYLIONOL AND ITS O-PROTECTED DERIVATIVES 有权
    氧化亚油和其保护的衍生物的制备方法

    公开(公告)号：US20130116473A1

    公开(公告)日：2013-05-09

    申请号：US13673278

    申请日：2012-11-09

    Applicant: BASF SE

    Inventor： Hansgeorg Ernst ,  Michael Puhl ,  Stefan Benson ,  Wolfgang Siegel

    IPC: C07C45/28 ,  C07F9/54 ,  C07C409/18

    CPC classification number: C07C45/28 ,  C07C403/08 ,  C07C407/00 ,  C07C409/18 ,  C07C2601/16 ,  C07F9/5442 ,  Y02P20/55 ,  C07C409/14

    Abstract: The present invention relates to the preparation of oxovinylionol and its O-protected derivatives of the formula I in which R is hydrogen or an OH protecting group, for example a group Si(Ra)3, by reacting a compound of the general formula II in which R has the meanings given above for formula I, i.e. β-vinyl ionol (formula II, R=hydrogen) or an O-protected derivative thereof (formula II, R═OH protecting group) with an oxidant in the presence of at least one transition metal, where the oxidant comprises at least one oxygen-containing compound which is selected from among hydrogen peroxide and organic hydroperoxides.

    Abstract translation: 本发明涉及通过使通式II的化合物与式（I）的化合物反应制备式I化合物的氧代乙烯基醇及其O-保护的衍生物，其中R是氢或OH保护基，例如Si（Ra） 其中R具有上述式I的定义，即β-乙烯基离子（式II，R =氢）或其保护有机化合物（式II，R = OH保护基）与氧化剂在至少 一种过渡金属，其中氧化剂包含至少一种选自过氧化氢和有机氢过氧化物的含氧化合物。

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