tri(4,6-dimethyl-3-sulfonatophenyl)-phosphine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tri(4,6-dimethyl-3-sulfonatophenyl)-phosphine
• 英文别名: tris(4,6-dimethyl-3-sulfonatophenyl)phosphine；tris(2,4-dimethyl-5-sulfophenyl)phosphine；TDMSP；tris(4,6-dimethyl-3-sulfanatophenyl)phosphine；5-Bis(2,4-dimethyl-5-sulfophenyl)phosphanyl-2,4-dimethylbenzenesulfonic acid
• 化学式: C₂₄H₂₇O₉PS₃
• 分子量: 586.645
• InChiKey: KPTZKCPDIQTVQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  188
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  三(2,4-二甲苯基)膦 在 硫酸 、 三氧化硫 作用下， 反应 3.0h， 生成 tri(4,6-dimethyl-3-sulfonatophenyl)-phosphine
  参考文献：
  名称：

  Efficient Aqueous-Phase Heck and Suzuki Couplings of Aryl Bromides Using Tri(4,6-dimethyl-3- sulfonatophenyl)phosphine Trisodium Salt (TXPTS)

  摘要：

  [GRAPHICS]Sterically demanding, sulfonated arylphosphines TXPTS and TMAPTS have been applied to the aqueous-phase Heck and Suzuki coupling of aryl bromides. TXPTS provides good yields of Heck coupling products from aryl bromides at 80 degreesC, while both TMAPTS and TPPTS gave significantly less active catalysts. TXPTS is the first ligand to promote the aqueous-phase Heck coupling under such mild conditions. Both TXPTS and TMAPTS provide active catalysts for Suzuki couplings of aryl bromides at 50 degreesC.

  DOI：

  10.1021/ol0360288
• 作为试剂：
  描述：

  3-{[4-(cyclohexylamino)-1-(3-fluorophenyl)-2-oxo-1,3,8-triazaspiro[4.5]dec-3-en-8-yl]methyl}phenylboronic acid 、 4-甲基-3-溴吡啶 在 palladium diacetate sodium carbonate 、 tri(4,6-dimethyl-3-sulfonatophenyl)-phosphine 作用下， 以 水 、 乙腈 为溶剂， 反应 0.33h， 生成 4-(cyclohexylamino)-1-(3-fluorophenyl)-8-[3-(4-methylpyridin-3-yl)benzyl]-1,3,8-triazaspiro[4.5]dec-3-en-2-one
  参考文献：
  名称：

  WO2006/44497

  摘要：

  公开号：

文献信息

• Spiropiperidine compounds useful as beta-secretase inhibitors for the treatment of alzheimer' s disease
  申请人：Barrow C. James

  公开号：US20070197571A1

  公开（公告）日：2007-08-23

  The present invention is directed to spiropiperidine compounds of formula (I) which are inhibitors of the beta-secretase enzyme and that are useful in the treatment of diseases in which the beta-secretase enzyme is involved, such as Alzheimer's disease. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the treatment of such diseases in which the beta-secretase enzyme is involved.

  本发明涉及公式（I）的螺环哌啶化合物，它们是β-分泌酶酶的抑制剂，并且在治疗β-分泌酶酶参与的疾病，如阿尔茨海默病中有用。本发明还涉及包含这些化合物的制药组合物以及这些化合物和组合物在治疗β-分泌酶酶参与的疾病中的使用。
• Method for Producing Mono-Carboxy-Functionalized Dialkylphosphinic Acids, Esters and Salts Using a Vinyl Ether and the Use Thereof
  申请人：Hill Michael

  公开号：US20110275744A1

  公开（公告）日：2011-11-10

  The invention relates to a method for producing mono-carboxy-functionalized dialkylphosphinic acids, esters and salts using a vinyl ether. The method is characterized by the following steps: a) reacting a phosphinic acid source (I) with olefins (IV) in the presence of a catalyst A to give an alkylphosphonous acid, the salt or the ester (II) thereof, b) reacting the alkylphosphonous acid so obtained, the salt or the ester (II) thereof with a vinyl ether of formula (V) in the presence of a catalyst B to give a mono-functionalized dialkylphosphinic acid derivative (VI) and c) reacting the mono-functionalized dialkylphosphinic acid derivative (VI) so obtained with an oxidant or in the;presence of a catalyst C to give a mono-carboxy-functionalized dialkylphosphinic acid derivative (III), wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 are the same or different and independently of each other inter alia represent H, C 1 -C 18 alkyl, C 6 -C 18 aryl, C 6 -C 18 aralkyl, C 6 -C 18 alkylaryl and X and Y are the same or different and independently of each other represent H, C 1 -C 18 alkyl, C 6 -C 18 aryl, C 6 -C 18 aralkyl, C 6 -C 18 alkylaryl, Mg, Ca, Al, Sb, Sn, Ge, Ti, Fe, Zr, Zn, Ce, Bi, Sr, Mn, Cu, Ni, Li, Na, K and/or a protonated nitrogen base and the catalysts A and C are transition metals and/or transition metal compounds and/or catalyst systems which are composed of a transition metal and/or a transition metal compound and at least one ligand, and the catalyst B is a peroxide-forming compound and/or a peroxo compound and/or an azo compound.

  本发明涉及一种利用乙烯醚生产单羧基功能化二烷基膦酸、酯和盐的方法。该方法的特征在于以下步骤：a)在催化剂A的存在下，将膦酸源(I)与烯烃(IV)反应，得到烷基膦酸、盐或其酯(II)；b)在催化剂B的存在下，将所得到的烷基膦酸、盐或其酯(II)与式(V)的乙烯醚反应，得到单官能化的二烷基膦酸衍生物(VI)；c)在氧化剂或催化剂C的存在下，将所得到的单官能化的二烷基膦酸衍生物(VI)反应，得到单羧基功能化的二烷基膦酸衍生物(III)。其中，R1、R2、R3、R4、R5、R6可以相同也可以不同，可以独立地表示H、C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基，X和Y可以相同也可以不同，可以独立地表示H、C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基、Mg、Ca、Al、Sb、Sn、Ge、Ti、Fe、Zr、Zn、Ce、Bi、Sr、Mn、Cu、Ni、Li、Na、K和/或质子化氮碱，催化剂A和C是过渡金属和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物和至少一个配体组成的催化剂体系，催化剂B是过氧化物形成化合物和/或过氧化物和/或偶氮化合物。
• Method for the Production of Monohydroxy-Functionalized Dialkylphosphinic Acids, Esters, and Salts Using Ethylene Oxide, and Use Thereof
  申请人：Hill Michael

  公开号：US20110281983A1

  公开（公告）日：2011-11-17

  The invention relates to a method for producing monohydroxy-functionalized dialkylphosphinic acids, esters, and salts, characterized in that a) a phosphinic acid source (I) is reacted with olefins (IV) in the presence of a catalyst A to obtain an alkylphosphonous acid, the salt or ester (II) thereof, b) the, obtained alkylphosphonous acid, the salt or ester (II) thereof is reacted with alkylene oxides of formula (V) in the presence of a catalyst B to obtain a monofunctionalized dialkylphosphinic acid derivative (III), wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 are identical or different from each other and independently represent, inter alia, H, C 1 -C 18 -alkyl, C 6 -C 18 -aryl, C 6 -C 18 -aralkyl, C 6 -C 18 -alkylaryl, and X represents H, C 1 -C 18 -alkyl, C 6 -C 18 -aryl, C 6 -C 18 -aralkyl, C 6 -C 18 -alkylaryl, Mg, Ca, Al, Sb, Sn, Ge, Ti, Fe, Zr, Zn, Ce, Bi, Sr, Mn, Cu, Ni, Li, Na, K and/or a protonated nitrogenous base, catalyst A represents transition metals and/or transition metal compounds and/or catalyst systems composed of a transition metal and/or a transition metal compound and at least one ligand, and catalyst B is a Lewis acid.

  本发明涉及一种生产单羟基功能化二烷基膦酸、酯和盐的方法，其特征在于：a）在催化剂A的存在下，将膦酸源（I）与烯烃（IV）反应，得到烷基膦酸、其盐或酯（II），b）在催化剂B的存在下，将所得的烷基膦酸、其盐或酯（II）与式（V）的烷基氧化物反应，得到单功能化的二烷基膦酸衍生物（III），其中R1、R2、R3、R4、R5、R6、R7、R8相同或不同，独立地表示H、C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基，X表示H、C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基、Mg、Ca、Al、Sb、Sn、Ge、Ti、Fe、Zr、Zn、Ce、Bi、Sr、Mn、Cu、Ni、Li、Na、K和/或质子化氮碱基，催化剂A表示过渡金属和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物和至少一种配体组成的催化剂体系，催化剂B是一种路易斯酸。
• Method for Producing Mono-Hydroxyfunctionalized Dialkylphosphinic Acids and Esters and Salts Thereof By Means of Allyl Alcohols and Use Thereof
  申请人：Hill Michael

  公开号：US20110201733A1

  公开（公告）日：2011-08-18

  The invention relates to a method for producing mono-hydroxyfunctionalized dialkylphosphinic acids and esters and salts thereof by means of allyl alcohols, characterized in that a) a phosphinic acid source (I) is reacted with olefins (IV) to yield an alkylphosphonic acid, salt or ester (II) thereof in the presence of a catalyst A, b) the thus obtained alkylphosphonic acid, salt or ester (II) thereof is reacted with compounds of formula (V) to yield a mono-hydroxyfunctionalized dialkylphosphinic acid derivative (III) in the presence of a catalyst B, wherein R 1 , R 2 , R 3 ,R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , are the same or different and stand independently of each other, among other things, for H, C 1 -C 18 alkyl, C 6 -C 18 aryl, C 6 -C 18 aralkyl, C 6 -C 18 alkylaryl, and X stands for H, C 1 -C 18 alkyl, C 6 -C 18 aryl, C 6 -C 18 aralkyl, C 6 -C 18 alkylaryl, Mg, Ca, Al, Sb, Sn, Ge, Ti, Fe, Zr, Zn, Ce, Bi, Sr, Mn, Cu, Ni, Li, Na, K and/or a protonized nitrogen base, and the catalyst A is formed by transition metals and/or transition metal compounds and/or catalyst systems composed of a transition metal and/or a transition metal compound and at least one ligand, and catalyst B is formed by compounds forming peroxides and/or peroxo compounds and/or azo compounds.

  本发明涉及一种使用烯丙醇生产单羟基取代的二烷基膦酸和酯及其盐的方法，其特征在于：a）在催化剂A存在下，将膦酸源（I）与烯烃（IV）反应，得到烷基膦酸盐或酯（II）；b）在催化剂B存在下，将所得的烷基膦酸盐或酯（II）与式（V）的化合物反应，得到单羟基取代的二烷基膦酸衍生物（III），其中R1、R2、R3、R4、R5、R6、R7、R8、R9可以相同也可以不同，独立地代表H、C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基，X代表H、C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基、Mg、Ca、Al、Sb、Sn、Ge、Ti、Fe、Zr、Zn、Ce、Bi、Sr、Mn、Cu、Ni、Li、Na、K和/或质子化氮碱，催化剂A由过渡金属和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物和至少一个配体组成的催化剂体系形成，催化剂B由形成过氧化物和/或过氧化物化合物和/或偶氮化合物的化合物组成。
• Method for Producing Dialkylphosphinic Acids and Esters and Salts Thereof by Means of Acrylnitriles and Use Thereof
  申请人：Hill Michael

  公开号：US20110213060A1

  公开（公告）日：2011-09-01

  The invention relates to a method for producing mono-carboxyfunctionalized dialkylphosphinic acids and esters and salts thereof, characterized in that a) a phosphinic acid source (I) is reacted with olefins (IV) to yield an alkylphosphonic acid, salt or ester (H) thereof in the presence of a catalyst A, b) the thus obtained alkylphosphonic acid, salt or ester (II) thereof is reacted with compounds of formula (V) to yield mono-functionalized dialkylphosphinic acid derivatives (VI) in the presence of a catalyst B, and c) the thus obtained mono-functionalized dialkylphosphinic acid derivatives (VI) are reacted to yield a mono-carboxyfunctionalized diakylphosphinic acid derivative (III) in the presence of a catalyst C, wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 are the same or different and stand independently of each other, among other things, for H, C 1 -C 18 alkyl, C 6 -C 18 aryl, C 6 -C 18 aralkyl, C 6 -C 18 alkylaryl and X and Y are the same or different and stand independently of each for H, C 1 -C 18 alkyl, C 6 -C 18 aryl, C 6 -C 18 aralkyl, C 6 -C 18 alkylaryl, Mg, Ca, Al, Sb, Sn, Ge, Ti, Fe, Zr, Zn, Ce, Bi, Sr, Mn, Cu, Ni, Li, Na, K and/or a protonized nitrogen base, and the catalyst A is formed by transition metals and/or transition metal compounds and/or catalyst systems composed of a transition metal and/or a transition metal compound and at least one ligand, and catalyst B is formed by compounds forming peroxides and/or peroxo compounds and/or azo compounds and/or alkali metals and/or alkaline earth metals, alkali hydrides, alkaline earth hydrides and/or alkali alcoholates and alkaline earth alcoholates, and catalyst C is an acid or a base.

  本发明涉及一种生产单羧基功能化的二烷基膦酸和酯及其盐的方法，其特征在于a）在催化剂A的存在下将膦酸源（I）与烯烃（IV）反应，得到烷基膦酸、盐或酯（H），b）在催化剂B的存在下，将所得到的烷基膦酸、盐或酯（II）与式（V）的化合物反应，得到单功能化的二烷基膦酸衍生物（VI），c）在催化剂C的存在下，将所得到的单功能化的二烷基膦酸衍生物（VI）反应，得到单羧基功能化的二烷基膦酸衍生物（III），其中R1、R2、R3、R4、R5、R6、R7相同或不同，且独立地代表H、C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基，X和Y相同或不同，且独立地代表H、C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基、Mg、Ca、Al、Sb、Sn、Ge、Ti、Fe、Zr、Zn、Ce、Bi、Sr、Mn、Cu、Ni、Li、Na、K和/或质子化的氮碱基，催化剂A由过渡金属和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物和至少一个配体组成，催化剂B由形成过氧化物和/或过氧化物化合物和/或偶氮化合物和/或碱金属和/或碱土金属、碱金属氢化物、碱土金属氢化物和/或碱金属醇盐和碱土金属醇盐组成，催化剂C是酸或碱。