(2S,3S)-4-[1,3]Dioxolan-2-yl-3-methyl-butan-2-ol | 333970-17-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧戊环
• 英文名称: (2S,3S)-4-[1,3]Dioxolan-2-yl-3-methyl-butan-2-ol
• 英文别名: (2S,3S)-4-(1,3-dioxolan-2-yl)-3-methylbutan-2-ol
• CAS: 333970-17-5
• 化学式: C₈H₁₆O₃
• 分子量: 160.213
• InChiKey: VHZKRRKZHXZDQK-BQBZGAKWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2S,3S)-4-[1,3]Dioxolan-2-yl-3-methyl-butan-2-ol 在 三苯基膦 、 苯甲酸 、 偶氮二甲酸二乙酯 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 以98%的产率得到(2R,3S)-4-(1,3-dioxolan-2-yl)-3-methylbutan-2-ol
  参考文献：
  名称：

  Prenyl and geranyl phenyl sulfone, a new carbon nucleophile for Mitsunobu-type alkylation

  摘要：

  Cyanomethylenetrimethylphosphorane (CMMP), a new Mitsunobu reagent developed recently by the authors, mediated the alkylation of prenyl and geranyl phenyl sulfone with primary and secondary alcohols quite efficiently. Utilizing geranyl phenyl sulfone, norfaranal, an analog of the unique trail pheromone produced by Pharaoh's ant, was synthesized in a short number of steps. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02129-8
• 作为产物：
  描述：

  (3S,4S)-4-(4-methoxybenzyloxy)-3-methylpentanal 在 对甲苯磺酸 、 copper(II) sulfate 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 (2S,3S)-4-[1,3]Dioxolan-2-yl-3-methyl-butan-2-ol
  参考文献：
  名称：

  Prenyl and geranyl phenyl sulfone, a new carbon nucleophile for Mitsunobu-type alkylation

  摘要：

  Cyanomethylenetrimethylphosphorane (CMMP), a new Mitsunobu reagent developed recently by the authors, mediated the alkylation of prenyl and geranyl phenyl sulfone with primary and secondary alcohols quite efficiently. Utilizing geranyl phenyl sulfone, norfaranal, an analog of the unique trail pheromone produced by Pharaoh's ant, was synthesized in a short number of steps. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02129-8

文献信息

• Prenyl and geranyl phenyl sulfone, a new carbon nucleophile for Mitsunobu-type alkylation
  作者：Kaori Uemoto、Atsuko Kawahito、Noriko Matsushita、Izumi Sakamoto、Hiroto Kaku、Tetsuto Tsunoda

  DOI：10.1016/s0040-4039(00)02129-8

  日期：2001.1

  Cyanomethylenetrimethylphosphorane (CMMP), a new Mitsunobu reagent developed recently by the authors, mediated the alkylation of prenyl and geranyl phenyl sulfone with primary and secondary alcohols quite efficiently. Utilizing geranyl phenyl sulfone, norfaranal, an analog of the unique trail pheromone produced by Pharaoh's ant, was synthesized in a short number of steps. (C) 2001 Elsevier Science Ltd. All rights reserved.