5-ethyl-5-[(benzyloxy)-methyl]-2,2-dimethyl-1,3-dioxane

• 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: 5-ethyl-5-[(benzyloxy)-methyl]-2,2-dimethyl-1,3-dioxane
• 英文别名: 5-Benzyloxymethyl-2,2-dimethyl-5-ethyl-1,3-dioxane；5-ethyl-2,2-dimethyl-5-(phenylmethoxymethyl)-1,3-dioxane
• 化学式: C₁₆H₂₄O₃
• 分子量: 264.365
• InChiKey: HNSOBNUNVXCEMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-ethyl-5-[(benzyloxy)-methyl]-2,2-dimethyl-1,3-dioxane 在 硫酸 作用下， 反应 8.0h， 以60%的产率得到2-[(benzyloxy)methyl]-2-ethylpropane-1,3-diol
  参考文献：
  名称：

  Selective functionalization of the primary hydroxy group in triols

  摘要：

  A procedure was suggested for preparing functionally substituted 1,2-diols by O-alkylation of hydroxyalkyl-1,3-dioxacyclanes with alkyl halides, followed by acid hydrolysis. The conditions for selective cleavage of the ethers obtained were found. (2,2-Dimethyl-1,3-dioxolan-4-yl)methyl benzoate under the conditions of acid deacetalization undergoes saponification of the ester group.

  DOI：

  10.1134/s1070427215100079
• 作为产物：
  描述：

  氯化苄 、 (5-ethyl-2,2-dimethyl-1,3-dioxan-5-yl)methanol 在 sodium hydroxide 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以88%的产率得到5-ethyl-5-[(benzyloxy)-methyl]-2,2-dimethyl-1,3-dioxane
  参考文献：
  名称：

  Selective functionalization of the primary hydroxy group in triols

  摘要：

  A procedure was suggested for preparing functionally substituted 1,2-diols by O-alkylation of hydroxyalkyl-1,3-dioxacyclanes with alkyl halides, followed by acid hydrolysis. The conditions for selective cleavage of the ethers obtained were found. (2,2-Dimethyl-1,3-dioxolan-4-yl)methyl benzoate under the conditions of acid deacetalization undergoes saponification of the ester group.

  DOI：

  10.1134/s1070427215100079

文献信息

• Pesticidal compounds
  申请人：The Wellcome Foundation Limited

  公开号：US05098929A1

  公开（公告）日：1992-03-24

  A compound of the formula (I): ##STR1## wherein R is C.sub.2-10 alkyl, alkenyl or alkynyl, each optionally subsituted by or methyl substituted by cyano, C.sub.3-4 cycloalkyl, halo, C.sub.1-4 alkoxy or a group S(O)mR.sup.4 where R.sup.4 is C.sub.1-4 alkyl and m is O, 1 or 2, or R is C.sub.3-10 cycloalkyl, C.sub.4-10 cycloalkenyl or phenyl, each optionally substituted by C.sub.1-4 alkoxy, C.sub.1-3 alkyl, C.sub.2-4 alkynyl, halo, cyano or a group S(O)mR.sup.4 as defined hereinbefore; R.sup.1 is halo, C.sub.1-3 alkyl, C.sub.2-3 alkenyl or alkynyl each optionally substituted by halo, cyano, C.sub.1-4 alkoxy, alkyl carbalkoxy containing up to 6 carbon atoms, a group S(O)mR.sup.4 as defined hereinbefore or alkynyl substituted by tri-C.sub.1-4 alkylsilyl, or R.sup.1 is cyano, spiro-cyclopropyl, gem dimethyl, oxo or methylene optionally substituted by cyano or C.sub.1-3 alkyl optionally substituted by fluorine, or R.sup.1 and R and the carbon atoms to which they are attached form a C.sub.5-7 carbocyclic ring optionally substituted by halo, C.sub.1-3 alkyl or alkoxy or C.sub. 2-3 alkenyl, R.sup.2 is phenyl, C.sub.5-10 cycloalkyl or cycloalkenyl each optionally substituted other than phenyl substituted by C.sub.2-3 alkynyl and R.sup.3 is hydrogen, C.sub.1-3 alkyl, C.sub.2-3 alkenyl or alkynyl each optionally substituted by cyano, C.sub.1-4 alkylthio, C.sub.1-4 alkoxy or halo, or R.sup.3 is cyano, its use in medicine, pharmaceutical compositions containing it and processes for its preparation.

  化合物的化学式（I）：##STR1## 其中R是C.sub.2-10烷基，烯基或炔基，每个都可以被氰基，C.sub.3-4环烷基，卤素，C.sub.1-4烷氧基或S（O）mR.sup.4基团取代，其中R.sup.4是C.sub.1-4烷基，m为O，1或2，或者R是C.sub.3-10环烷基，C.sub.4-10环烯基或苯基，每个都可以被C.sub.1-4烷氧基，C.sub.1-3烷基，C.sub.2-4炔基，卤素，氰基或如上所定义的S（O）mR.sup.4基团取代; R.sup.1是卤素，C.sub.1-3烷基，C.sub.2-3烯基或炔基，每个都可以被卤素，氰基，C.sub.1-4烷氧基，含有最多6个碳原子的烷基羰基烷氧基，如上所定义的S（O）mR.sup.4基团或炔基取代的三C.sub.1-4烷基硅基，或R.sup.1是氰基，螺环丙基，双甲基，氧代或亚甲基，可选择地被氰基或C.sub.1-3烷基取代，可选择地被氟取代，或R.sup.1和R及其附着的碳原子形成一个C.sub.5-7碳环，可选择地被卤素，C.sub.1-3烷基或烷氧基或C.sub.2-3烯基取代，R.sup.2是苯基，C.sub.5-10环烷基或环烯基，每个都可以选择性地被取代，除苯基外还被C.sub.2-3炔基取代，R.sup.3是氢，C.sub.1-3烷基，C.sub.2-3烯基或炔基，每个都可以选择性地被氰基，C.sub.1-4烷基硫基，C.sub.1-4烷氧基或卤素取代，或R.sup.3是氰基，它在医药中的应用，含有它的制药组合物以及制备它的方法。
• US5098929A
  申请人：——

  公开号：US5098929A

  公开（公告）日：1992-03-24
• Selective functionalization of the primary hydroxy group in triols
  作者：G. Z. Raskil’dina、V. F. Valiev、R. M. Sultanova、S. S. Zlotskii

  DOI：10.1134/s1070427215100079

  日期：2015.10

  A procedure was suggested for preparing functionally substituted 1,2-diols by O-alkylation of hydroxyalkyl-1,3-dioxacyclanes with alkyl halides, followed by acid hydrolysis. The conditions for selective cleavage of the ethers obtained were found. (2,2-Dimethyl-1,3-dioxolan-4-yl)methyl benzoate under the conditions of acid deacetalization undergoes saponification of the ester group.