(R)-2-((S)-1-Benzyloxy-octyl)-1,4-dioxa-spiro[4.5]decane | 208658-57-5

• 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: (R)-2-((S)-1-Benzyloxy-octyl)-1,4-dioxa-spiro[4.5]decane
• 英文别名: (3R)-3-[(1S)-1-phenylmethoxyoctyl]-1,4-dioxaspiro[4.5]decane
• CAS: 208658-57-5
• 化学式: C₂₃H₃₆O₃
• 分子量: 360.537
• InChiKey: OWKLEKMPVABHIW-FCHUYYIVSA-N

物化性质

• 沸点：
  467.392±30.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.029±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.74
• 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：

  (R)-2-((S)-1-Benzyloxy-octyl)-1,4-dioxa-spiro[4.5]decane 在 sodium periodate 、 三氟乙酸 作用下， 以 乙腈 为溶剂， 反应 73.5h， 生成 (2S)-2-benzyloxynonanal
  参考文献：
  名称：

  Asymmetric synthesis of a cytotoxic amide of Telesto riisei

  摘要：

  An efficient synthesis of both the enantiomers of N-(2-phenylethyl)-8-hydroxypentadecacarboxamide using the cytotoxic principles of Telesto riisei has been formulated using cyclohexylideneglyceraldehyde 1 as the chiral template. A non-stereoselective Grignard addition to the aldehyde 1 gave the C-3 epimers of the required chiron, 3-alkylglycerol which were converted to the title compound via a standard sequence of reactions. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00091-3
• 作为产物：
  描述：

  HEPTYLMAGNESIUM BROMIDE 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 22.0h， 生成 (R)-2-((S)-1-Benzyloxy-octyl)-1,4-dioxa-spiro[4.5]decane
  参考文献：
  名称：

  Asymmetric synthesis of a cytotoxic amide of Telesto riisei

  摘要：

  An efficient synthesis of both the enantiomers of N-(2-phenylethyl)-8-hydroxypentadecacarboxamide using the cytotoxic principles of Telesto riisei has been formulated using cyclohexylideneglyceraldehyde 1 as the chiral template. A non-stereoselective Grignard addition to the aldehyde 1 gave the C-3 epimers of the required chiron, 3-alkylglycerol which were converted to the title compound via a standard sequence of reactions. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00091-3

文献信息

• Asymmetric synthesis of a cytotoxic amide of Telesto riisei
  作者：Sivaraman Sankaranarayanan、Subrata Chattopadhyay

  DOI：10.1016/s0957-4166(98)00091-3

  日期：1998.4

  An efficient synthesis of both the enantiomers of N-(2-phenylethyl)-8-hydroxypentadecacarboxamide using the cytotoxic principles of Telesto riisei has been formulated using cyclohexylideneglyceraldehyde 1 as the chiral template. A non-stereoselective Grignard addition to the aldehyde 1 gave the C-3 epimers of the required chiron, 3-alkylglycerol which were converted to the title compound via a standard sequence of reactions. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.