ethyl 2-[(1R)-1-hydroxy-3-phenylmethoxypropyl]-1,3-dithiolane-2-carboxylate | 309755-02-0

• 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: ethyl 2-[(1R)-1-hydroxy-3-phenylmethoxypropyl]-1,3-dithiolane-2-carboxylate
• CAS: 309755-02-0
• 化学式: C₁₆H₂₂O₄S₂
• 分子量: 342.48
• InChiKey: PNENZOHMLSTIDW-CQSZACIVSA-N

物化性质

• 沸点：
  497.4±45.0 °C(predicted)
• 密度：
  1.252±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 2-[(1R)-1-hydroxy-3-phenylmethoxypropyl]-1,3-dithiolane-2-carboxylate 在 2,6-二甲基吡啶 、 偶氮二异丁腈 、 三正丁基氢锡 作用下， 生成 (R)-5-Benzyloxy-3-trimethylsilanyloxy-pentanoic acid ethyl ester
  参考文献：
  名称：

  An effective extension of the polyacetate chain in the polyene macrolide antibiotic filipin III, based on chiral oxazaborolidinone-promoted asymmetric aldol reactions

  摘要：

  The enantioselective construction of the iterative polyacetate unit 3 in filipin III has been accomplished, essentially by an aldol strategy based on chiral oxazaborolidinone-promoted asymmetric aldol reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01289-2
• 作为产物：
  描述：

  3-苄氧基丙醛 、 1-ethoxy-1-(trimethylsilyloxy)-2,2-(ethylenedithio)ethene 在 N-(p-toluenesulfonyl)-L-valine 、 (S)-oxazaborolidinone derived from BH₃*THF 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以68%的产率得到ethyl 2-[(1R)-1-hydroxy-3-phenylmethoxypropyl]-1,3-dithiolane-2-carboxylate
  参考文献：
  名称：

  An effective extension of the polyacetate chain in the polyene macrolide antibiotic filipin III, based on chiral oxazaborolidinone-promoted asymmetric aldol reactions

  摘要：

  The enantioselective construction of the iterative polyacetate unit 3 in filipin III has been accomplished, essentially by an aldol strategy based on chiral oxazaborolidinone-promoted asymmetric aldol reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01289-2

文献信息

• An effective extension of the polyacetate chain in the polyene macrolide antibiotic filipin III, based on chiral oxazaborolidinone-promoted asymmetric aldol reactions
  作者：Syun-ichi Kiyooka、Mostofa A Hena、Tomomi Yabukami、Kazunori Murai、Fumitaka Goto

  DOI：10.1016/s0040-4039(00)01289-2

  日期：2000.9

  The enantioselective construction of the iterative polyacetate unit 3 in filipin III has been accomplished, essentially by an aldol strategy based on chiral oxazaborolidinone-promoted asymmetric aldol reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.