1,3-dioxolan-2-ylmethylenetriphenylphosphorane | 78950-65-9

• 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: 1,3-dioxolan-2-ylmethylenetriphenylphosphorane
• 英文别名: Phosphorane, (1,3-dioxolan-2-yl-methylene)triphenyl-；1,3-dioxolan-2-ylmethylidene(triphenyl)-λ5-phosphane
• CAS: 78950-65-9
• 化学式: C₂₂H₂₁O₂P
• 分子量: 348.381
• InChiKey: XIZKJGZPPNCUEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl 2,3-di-O-benzyl-α-D-gluco-hexadiolo-1,5-pyranoside 、 1,3-dioxolan-2-ylmethylenetriphenylphosphorane 以 四氢呋喃 、 二甲基亚砜 为溶剂， 以82%的产率得到methyl 2,3-di-O-benzyl-α-D-glucooct-6(Z/E)-enodialdo-1,5-pyranoside ethylene acetal
  参考文献：
  名称：

  Pyranosidic homologation: Part I: Extending the carbohydrate template C6 and C4

  摘要：

  DOI：

  10.1016/s0040-4039(00)94210-2
• 作为产物：
  描述：

  (1,3-二氧戊环-2-基)甲基三苯基溴化瞵 在 正丁基锂 作用下， 以 乙二醇二甲醚 、 正己烷 为溶剂， 反应 1.0h， 生成 1,3-dioxolan-2-ylmethylenetriphenylphosphorane
  参考文献：
  名称：

  Selective Wittig Reactions for the Synthesis of Variously Substituted 2-Vinylindoles

  摘要：

  描述了三种选择性变体的威蒂格反应，用于合成2-乙烯基吲哚。这些反应相对容易进行，表现出E-选择性，并且在乙烯基部分的功能团方面具有良好的灵活性。

  DOI：

  10.1055/s-1989-27253

文献信息

• Selective Wittig Reactions for the Synthesis of Variously Substituted 2-Vinylindoles
  作者：Manfred Eitel、Ulf Pindur

  DOI：10.1055/s-1989-27253

  日期：——

  Three selective variants of the Wittig reaction for the syntheses of 2-vinylindoles are described. The reactions are relatively easy to perform, exhibit E-selectivity, and are characterized by a good flexibility with regard to the functional groups present in the vinyl moiety.

  描述了三种选择性变体的威蒂格反应，用于合成2-乙烯基吲哚。这些反应相对容易进行，表现出E-选择性，并且在乙烯基部分的功能团方面具有良好的灵活性。
• Process for the preparation of key intermediates for the synthesis of statins or pharmaceutically acceptable salts thereof
  申请人：LEK Pharmaceuticals d.d.

  公开号：EP2423195A1

  公开（公告）日：2012-02-29

  The invention relates to commercially viable process for the synthesis of key intermediates for the preparation of statins, in particular Rosuvastatin and Pitavastatin or respective pharmaceutically acceptable salts thereof. A new simple and short synthetic route for key intermediates is presented which benefits from the use of cheap and readily available starting materials, by which the conventionally most frequently used DIBAL-H as reducing agent can be avoided.

  该发明涉及一种用于合成他汀类药物的关键中间体的商业可行过程，特别是Rosuvastatin和Pitavastatin，或其相应的药用盐。提供了一种新的简单和短的关键中间体合成路线，利用廉价且易获得的起始原料，避免了传统上最常用的还原剂DIBAL-H的使用。
• Stereocontrolled access to polyenol ethers by conjugate elimination/ring fission reactions
  作者：David Lançois、Jacques Maddaluno

  DOI：10.1016/s0040-4039(98)00195-6

  日期：1998.4

  Conjugate elimination reactions are able to transform dienic acetals into the corresponding trienol diethers and efficiently convert γ-alkoxy α,β-unsaturated epoxides into hydroxy dienol ethers.

  共轭消除反应能够将二乙缩醛转化为相应的三烯醇二醚，并有效地将γ-烷氧基α，β-不饱和环氧化物转化为羟基二烯醇醚。
• [EN] PROCESS FOR THE PREPARATION OF KEY INTERMEDIATES FOR THE SYNTHESIS OF STATINS OR PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF<br/>[FR] PROCÉDÉ DE PRÉPARATION D'INTERMÉDIAIRES CLÉS POUR LA SYNTHÈSE DE STATINES OU SELS PHARMACEUTIQUEMENT ACCEPTABLES DE CEUX-CI
  申请人：LEK PHARMACEUTICALS

  公开号：WO2012013325A1

  公开（公告）日：2012-02-02

  The invention relates to commercially viable process for the synthesis of key intermediates for the preparation of statins, in particular Rosuvastatin and Pitavastatin or respective pharmaceutically acceptable salts thereof. A new simple and short synthetic route for key intermediates is presented which benefits from the use of cheap and readily available starting materials, by which the conventionally most frequently used DIBAL-H as reducing agent can be avoided.

  该发明涉及一种用于合成他汀类药物的关键中间体的商业可行工艺，特别是用于制备罗伪司汀和匹伐司汀或其相应的药用盐。提出了一种新的简单和短路的关键中间体合成路线，其受益于使用廉价且易获得的起始原料，从而避免了传统上最常用的DIBAL-H还原剂。
• PROCESS FOR THE PREPARATION OF KEY INTERMEDIATES FOR THE SYNTHESIS OF STATINS OR PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF
  申请人：Casar Zdenko

  公开号：US20140051854A1

  公开（公告）日：2014-02-20

  The invention relates to commercially viable process for the synthesis of key intermediates for the preparation of statins, in particular Rosuvastatin and Pitavastatin or respective pharmaceutically acceptable salts thereof. A new simple and short synthetic route for key intermediates is presented which benefits from the use of cheap and readily available starting materials, by which the conventionally most frequently used DIBAL-H as reducing agent can be avoided.

  本发明涉及一种商业可行的工艺，用于合成制备他汀类药物的关键中间体，尤其是罗舒瓦司汀和匹伐他汀或其相应的药用盐。本发明提供了一种新的简单短路线用于合成关键中间体，该路线受益于使用廉价且易得的起始材料，从而可以避免传统上最常用的DIBAL-H还原剂。