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    Process for functionalising a phenolic compound carrying an electron-donating group
    5.
    发明申请
    Process for functionalising a phenolic compound carrying an electron-donating group 审中-公开
    功能化携带电子给予基团的酚类化合物的方法

    公开(公告)号：US20070049773A1

    公开(公告)日：2007-03-01

    申请号：US11592930

    申请日：2006-11-03

    申请人： Charles Mioskowski ,  Alain Wagner ,  Nicolas Bensel ,  Virginie Pevere ,  Jean-Roger Desmurs

    发明人： Charles Mioskowski ,  Alain Wagner ,  Nicolas Bensel ,  Virginie Pevere ,  Jean-Roger Desmurs

    IPC分类号： C07C39/24 ,  C07C39/34 ,  C07C45/90

    CPC分类号： C07C45/46 ,  C07C45/565 ,  C07C231/12 ,  C07C231/14 ,  C07C303/28 ,  C07C303/30 ,  C07C233/18 ,  C07C309/66 ,  C07C49/84 ,  C07C47/575

    摘要： The invention concerns a method for functionalizing a phenolic compound bearing an electron-donor group, in said group para position, inter alia a method for the amidoalkylation of a phenolic compound bearing an electron-donor group, and more particularly, a phenolic compound bearing an electron-donor group preferably, in the hydroxyl group ortho position. The method for functionalizing in para position with respect to an electron-donor group carried by a phenolic compound is characterised in that the phenolic compound bearing an electron-donor group is subjected to the following steps: a first step which consists of protecting the hydroxyl group in the form of a sulphonic ester function; a second step which consists in reacting the protected phenolic compound with an electrophilic reagent; optionally, a third step deprotecting the hydroxyl group.

    摘要翻译： 本发明涉及一种用于官能化带有电子给体基团的酚类化合物的方法，尤其是具有电子给体基团的酚类化合物的酰胺基烷基化方法，更具体地说，涉及带有 电子给体基团优选在羟基邻位。 相对于由酚类化合物携带的电子给体基团在对位官能化的方法的特征在于具有电子给体基团的酚类化合物经受以下步骤：第一步，其保护羟基 呈磺酸酯官能团的形式; 第二步是使受保护的酚类化合物与亲电试剂反应; 任选地，第三步骤使羟基脱保护。

    Method for preparing 4-hydroxyisoleucine diastereoisomers and enantiomers and derivatives thereof
    6.
    发明授权
    Method for preparing 4-hydroxyisoleucine diastereoisomers and enantiomers and derivatives thereof 失效
    制备4-羟基异亮氨酸非对映异构体及其对映体及其衍生物的方法

    公开(公告)号：US07420087B2

    公开(公告)日：2008-09-02

    申请号：US10537293

    申请日：2003-12-01

    申请人： Charles Mioskowski ,  Alain Wagner ,  Sandra De Lamo Marin ,  Cedric Catala ,  Jean-Michel Becht

    发明人： Charles Mioskowski ,  Alain Wagner ,  Sandra De Lamo Marin ,  Cedric Catala ,  Jean-Michel Becht

    IPC分类号： C07C229/00 ,  C07D305/12

    CPC分类号： C07D307/66 ,  C07C227/32 ,  C07C229/22

    摘要： The invention concerns a method for preparing 4-hydroxyisoleucine diastereoisomers and enantiomers and derivatives thereof of general formula (I), characterized in that it consists in reducing an isoxazole derivative of formula (II) in conditions directly resulting in the derivatives of formula (I), or in obtaining at least a lactone of structure (III) in racemic form(s), or a enantiomerically enriched mixture, followed by opening, in basic conditions, in an aprotic or protic solvent, the desired lactone(s) and, optionally, separating the desired form. The invention is useful for preparing in particular (2S, 3R, 4S)-4-hydroxyisoleucine.

    摘要翻译： 本发明涉及一种制备通式（I）的4-羟基异亮氨酸非对映异构体及其衍生物的方法，其特征在于其在直接得到式（I）衍生物的条件下还原式（II）的异恶唑衍生物， ，或至少获得外消旋形式的结构（III）的内酯或对映异构体富集的混合物，然后在碱性条件下，在非质子或质子溶剂中，所需的内酯和任选的 ，分离所需的形式。 本发明可用于特别制备（2S，3R，4S）-4-羟基异亮氨酸。

    Method for the synthesis of 4-hydroxyisoleucine and the derivatives thereof
    7.
    发明授权
    Method for the synthesis of 4-hydroxyisoleucine and the derivatives thereof 失效

    公开(公告)号：US07326805B2

    公开(公告)日：2008-02-05

    申请号：US10555875

    申请日：2004-05-07

    申请人： Charles Mioskowski ,  Cédric Catala ,  Alain Wagner

    发明人： Charles Mioskowski ,  Cédric Catala ,  Alain Wagner

    IPC分类号： C07C229/00

    CPC分类号： C07C227/30 ,  C07B2200/07 ,  C07C227/16

    摘要： The invention relates to a method for the synthesis of two isomers, at function OH, alone or in mixtures, of amino acids α or the derivatives thereof, having general formula (B), wherein: linkage C—O of the 4-position carbon (represented by symbol) denotes one or other of isomers III or IV, or mixtures thereof. Moreover, R1 and R2 represent: a hydrogen atom; or either R1 or R2 represents a hydrogen atom and the other substituent is a radical Ra, an acyl group —CORa, such as acetyl, or a functional group —COORa, —SO2Ra, —N (Ra, Rb), Ra and Rb, which are identical or different, representing a C1-C12 linear or branched alkyl radical, optionally substituted, an aryl group with one or more aromatic rings and heterocycles, comprising between 5 and 8C, optionally substituted, or aralkyl, the alkyl substituent and the aryl group being as defined above; or R1 and R2 both represent a substituent as defined above. R3 represents a hydrogen atom or Ra and R4 has the significance of Ra. The invention is characterised in that it comprises: the isomerisation of a compound having formula (I), wherein R1, R2, Ra, R3 and R4 are as defined above, such as to produce a compound having formula (II); and the reduction of the carbonyl function thereof which, depending on the catalytic system employed and the formula (I) compound used, produces one of the isomers having general formula (III) or (IV) or a mixture thereof having formula (B). The invention can be used for the synthesis of (2S, 3R, 4S)-4-hydroxyisoleucine.

    Method for the synthesis of 4-hydroxyisoleucine and the derivatives thereof
    9.
    发明申请
    Method for the synthesis of 4-hydroxyisoleucine and the derivatives thereof 失效

    公开(公告)号：US20070043240A1

    公开(公告)日：2007-02-22

    申请号：US10555875

    申请日：2004-05-07

    申请人： Charles Mioskowski ,  Cedric Catala ,  Alain Wagner

    发明人： Charles Mioskowski ,  Cedric Catala ,  Alain Wagner

    IPC分类号： C07C227/12

    CPC分类号： C07C227/30 ,  C07B2200/07 ,  C07C227/16

    摘要： The invention relates to a method for the synthesis of two isomers, at function OH, alone or in mixtures, of amino acids α or the derivatives thereof, having general formula (B), wherein: linkage C—O of the 4-position carbon (represented by symbol) denotes one or other of isomers III or IV, or mixtures thereof. Moreover, R1 and R2 represent: a hydrogen atom; or either R1 or R2 represents a hydrogen atom and the other substituent is a radical Ra, an acyl group —CORa, such as acetyl, or a functional group —COORa, —SO2Ra, —N (Ra, Rb), Ra and Rb, which are identical or different, representing a C1-C12 linear or branched alkyl radical, optionally substituted, an aryl group with one or more aromatic rings and heterocycles, comprising between 5 and 8C, optionally substituted, or aralkyl, the alkyl substituent and the aryl group being as defined above; or R1 and R2 both represent a substituent as defined above. R3 represents a hydrogen atom or Ra and R4 has the significance of Ra. The invention is characterised in that it comprises: the isomerisation of a compound having formula (I), wherein R1, R2, Ra, R3 and R4 are as defined above, such as to produce a compound having formula (II); and the reduction of the carbonyl function thereof which, depending on the catalytic system employed and the formula (I) compound used, produces one of the isomers having general formula (III) or (IV) or a mixture thereof having formula (B). The invention can be used for the synthesis of (2S, 3R, 4S)-4-hydroxyisoleucine.