3-(4-苯氧基苯氧基)丙烷-1,2-二醇 | 63837-30-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-(4-苯氧基苯氧基)丙烷-1,2-二醇
• 英文名称: 2RS-2,3-dihydroxy-1-(4-phenoxyphenoxy)propane
• 英文别名: 3-(4-phenoxy-phenoxy)propane-1,2-diol；1,2-dihydroxy-3-(4-phenoxyphenoxy)-propane；RS-2,3-dihydroxy-1-(4-phenoxyphenoxy)propane；1,2-Propanediol, 3-(4-phenoxyphenoxy)-；3-(4-phenoxyphenoxy)propane-1,2-diol
• CAS: 63837-30-9
• 化学式: C₁₅H₁₆O₄
• 分子量: 260.29
• InChiKey: FYPUKRQAGKRSOW-UHFFFAOYSA-N

物化性质

• 熔点：
  86-87 °C
• 沸点：
  447.9±35.0 °C(Predicted)
• 密度：
  1.225±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(4-苯氧基苯氧基)丙烷-1,2-二醇 在 吡啶 、 ammonium cerium(IV) nitrate 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 1-methoxymethoxy-3-(4-phenoxy-phenoxy)propan-2-yl acetate
  参考文献：
  名称：

  Cerium ammonium nitrate: a new catalyst for regioselective protection of glycols

  摘要：

  The regioselective introduction of a methoxymethyl (MOM) group on different type of glycols via an orthoester intermediate was investigated. The novelty presented in this study is the use of ceric ammonium nitrate instead of the previously employed camphorsulfonic acid as catalyst. The monoprotection reaction was revealed to be highly selective when the glycol moiety was in the presence of an ether functionality. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.097
• 作为产物：
  描述：

  2-[(4-苯氧基苯氧基)甲基]环氧乙烷 在 高氯酸 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以90%的产率得到3-(4-苯氧基苯氧基)丙烷-1,2-二醇
  参考文献：
  名称：

  克氏锥虫新生长抑制剂的设计，合成和生物学评估。

  摘要：

  作为我们旨在寻找新的针对查加斯病的化学治疗剂的项目的继续，设计，合成并评估了几种与昆虫生长调节剂苯氧威和天然存在的昆虫幼体激素有关的药物，作为抗寄生虫的抗增殖剂对这种疾病负责。类异戊二烯衍生物（化合物33、34、36和37）是克鲁斯锥虫锥鞭毛虫的有效生长抑制剂。另外，考虑到对化合物30观察到的高活性和相关化合物的抑制作用，在这些抑制剂的极性极端处结合的烯丙基醚部分被证明是设计新药的有希望的基团。

  DOI：

  10.1021/jm9607616

文献信息

• Methyldioxolan
  申请人：Ciba-Geigy Corporation

  公开号：US05280041A1

  公开（公告）日：1994-01-18

  The novel 2R,4S-2-ethyl-4-[(4-phenoxyphenoxy)methyl]dioxolan of formula I ##STR1## can be used as a pesticide. It is used to control especially insects in fruit and citrus crops.

  化合物2R,4S-2-乙基-4-[(4-苯氧基苯氧基)甲基]二氧杂环丁酮，化学式如下，可用作杀虫剂。它主要用于控制水果和柑橘作物中的昆虫。
• Process for the manufacture of phenoxyphenoxyalkyl derivatives
  申请人：CIBA-GEIGY AG

  公开号：EP0643053A1

  公开（公告）日：1995-03-15

  The invention relates to a process for the manufacture of a compound of the formula in which either R₁ is hydrogen and R₂ is hydrogen or O-R₁ and O-R₂ taken together are the group of the formula a compound of the formula I containing the group of the formula II, that is to say a 2-ethyl-4-(4-phenoxyphenoxymethyl)-1,3-dioxolane of the formula being a mixture of the four configurational isomers, that is to say of the 2R,4S-isomer IIIa, the 2S,4R-isomer IIIb, the 2R,4R-isomer IIIc and the 2S,4S-isomer IIId, in which isomer mixture the racemate of the compounds IIIa and IIIb is present in an amount of from 65 to 90% by weight, relative to the total weight of this isomer mixture, the remainder of this isomer mixture being the racemate of the compounds IIIc and IIId, which process is characterised in that a) for the manufacture of a compound of the formula I, in which R₁ is hydrogen and R₂ is hydrogen, that is to say of a compound of the formula the compound of the formula is reacted with a compound of the formula         Y-CH₂-CH(OH)-CH₂-OH   (VI), in which Y is a leaving group, or b) for the manufacture of a compound of the formula III a compound of the formula IV is reacted with the compound of the formula         H₃C-CH₂-C(=O)-H   (VII) in the presence of an acid catalyst and without complete removal of the water formed during the reaction, the molar ratio, in which the two reactants are used, being defined as the quotient "number of moles used of the compound of the formula IV : number of moles used of the compound of the formula VII", being 1 or less than 1, or c) for the manufacture of a compound of the formula III the compound of the formula V is reacted with a compound of the formula VI, in which Y is a leaving group, to give a compound of the formula IV, and this compound of the formula IV, without being isolated, is reacted with the compound of the formula VII in the presence of an acid catalyst and without complete removal of the water formed during the reaction, the molar ratio, in which the two reactants are used, being 1 or less than 1, and to a compound of the formula III and its use as active ingredient in the field of pest control.

  本发明涉及一种制造式化合物的工艺，其中R₁为氢且R₂为氢或O-R₁和O-R₂组合成式的群体，该群体包含式I的化合物，其中包含式II的群体，即2-乙基-4-(4-苯氧苯氧甲基)-1,3-二氧兰的混合物，即2R,4S-异构体IIIa，2S,4R-异构体IIIb，2R,4R-异构体IIIc和2S,4S-异构体IIId，其中异构体混合物中化合物IIIa和IIIb的外消旋体占该异构体混合物总重量的65％至90％，该异构体混合物的余下部分是化合物IIIc和IIId的外消旋体。该工艺的特点在于：a）为制备式I的化合物，其中R₁为氢且R₂为氢，即式化合物与式Y-CH₂-CH（OH）-CH₂-OH（VI）的化合物反应，其中Y是离去基团；b）为制备式III的化合物，式IV的化合物在酸催化剂存在下与式H₃C-CH₂-C（=O）-H（VII）的化合物反应，反应过程中未完全去除生成的水，两种反应物使用的摩尔比为“使用的化合物IV的摩尔数：使用的化合物VII的摩尔数”的商为1或小于1；c）为制备式III的化合物，式V的化合物与离去基团为Y的化合物VI反应，得到式IV的化合物，未经分离的化合物IV在酸催化剂存在下与式VII的化合物反应，反应过程中未完全去除生成的水，两种反应物使用的摩尔比为1或小于1。本发明还涉及式III的化合物及其在害虫控制领域中的用途。
• Complex catalyst, process for producing the complex catalyst, and process for producing alchohol derivative with the complex catalyst
  申请人：——

  公开号：US20040077487A1

  公开（公告）日：2004-04-22

  There are provided (asymmetric) complex catalysts comprising metal complexes and Lewis acids as components, the metal complex being of formula (1): 1 wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are the same or different and are independently hydrogen, halogen, alkyl or the like; one of R 9 and R 10 is hydrogen and the other is alkyl of 1 to 4 carbon atoms or the like; Q is a single bond or alkylene of 1 to 4 carbon atoms; M is a metal ion; and A is a balancing counter ion or ligand; processes for the production of these complex catalysts; processes for the production of (optically active) alcohol derivatives, characterized in that cyclic ether compounds are reacted with phenol derivatives in the presence of these complex catalysts; and further processes for producing (optically active) nitrogen-containing heterocyclic compounds by reacting these alcohol derivatives with halogenated nitrogen-containing heterocyclic compounds in the presence of a base.

  提供了由金属配合物和路易斯酸组成的（不对称的）复杂催化剂，其中金属配合物的化学式为（1）：1其中R1、R2、R3、R4、R5、R6、R7和R8相同或不同，独立地是氢、卤素、烷基或类似物；R9和R10中的一个是氢，另一个是1至4个碳原子的烷基或类似物；Q是单键或1至4个碳原子的烷基；M是金属离子；A是平衡的反离子或配体；制备这些复杂催化剂的方法；制备（光学活性的）醇衍生物的方法，其特征在于在这些复杂催化剂的存在下，环氧化合物与酚衍生物反应；以及在碱的存在下，通过将这些醇衍生物与卤素化的含氮杂环化合物反应，制备（光学活性的）含氮杂环化合物的进一步方法。
• METHOD FOR PRODUCING OPTICALLY ACTIVE ALCOHOL COMPOUND
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1982972A1

  公开（公告）日：2008-10-22

  A method for producing an optically active alcohol compound comprising reacting a cyclic ether compound with a phenol compound in the presence of an asymmetric complex obtained by reacting an optically active metal complex represented by the formula (1): wherein R1, R2, R3, R4, R5, R6, R7 and R8 are the same or different and each independently represent a hydrogen atom, an alkyl group or the like; one of R9 and R10 is a hydrogen group and the other is a substituted or unsubstituted phenyl group or the like; Q represents a single bond, a C1-C4 alkylene group or the like; M represents a metal ion; and when an ionic valency of the metal ion is same as a coordination number of a ligand, A is nonexistent, and when the above-mentioned ionic valency is different from the coordination number, and A represents a counter ion or a ligand, with a zirconium alkoxide or a hafnium alkoxide.

  一种生产光学活性醇化合物的方法，包括在由式（1）表示的光学活性金属络合物反应得到的不对称络合物存在下，使环醚化合物与苯酚化合物反应： 其中 R1、R2、R3、R4、R5、R6、R7 和 R8 相同或不同，且各自独立地代表氢原子、烷基或类似基团； R9 和 R10 中的一个是氢基，另一个是取代或未取代的苯基或类似基团； Q 代表单键、C1-C4 亚烷基或类似物； M 代表金属离子；当金属离子的离子价与配体的配位数相同时，A 不存在，当上述离子价与配位数不同时，A 代表金属离子。 当上述离子价与配位数不同，且 A 代表反离子或配体时，用氧化锆或氧化铪。
• COMPLEX CATALYST, PROCESS FOR PRODUCING THE COMPLEX CATALYST, AND PROCESS FOR PRODUCING ALCOHOL DERIVATIVE WITH THE COMPLEX CATALYST
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1380342B1

  公开（公告）日：2009-07-01