(1S)-1-[(2R)-1,4-dioxaspiro[4.5]dec-2-yl]-3-butenyl (2-propynyl) ether | 1224301-17-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S)-1-[(2R)-1,4-dioxaspiro[4.5]dec-2-yl]-3-butenyl (2-propynyl) ether
• 英文别名: (3R)-3-[(1S)-1-prop-2-ynoxybut-3-enyl]-1,4-dioxaspiro[4.5]decane
• CAS: 1224301-17-0
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: JDSBMCKKOXZSNL-UONOGXRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 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：

  (1S)-1-[(2R)-1,4-dioxaspiro[4.5]dec-2-yl]-3-butenyl (2-propynyl) ether 在 Grubbs catalyst first generation 作用下， 以 苯 为溶剂， 反应 20.0h， 以58%的产率得到(2R)-2-[(2S)-5-vinyl-3,6-dihydro-2H-pyran-2-yl]-1,4-dioxaspiro[4.5]decane
  参考文献：
  名称：

  Synthesis of chiral oxa- and azacycle-fused anthraquinone derivatives

  摘要：

  A convenient protocol for the synthesis of chiral pyran and piperidine ring-fused anthraquinone derivatives has been developed from (R)-2,3-O-cyclohexylidene-glyceraldehyde using sequential applications of enyne metathesis, Diels-Alder reaction and aromatization as key steps. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.02.001
• 作为产物：
  描述：

  1(S)-[(2R)-1,4-dioxaspiro[4.5]decanyl]-3-buten-1-ol 、 3-溴丙炔 在 sodium hydride 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 以78%的产率得到(1S)-1-[(2R)-1,4-dioxaspiro[4.5]dec-2-yl]-3-butenyl (2-propynyl) ether
  参考文献：
  名称：

  Synthesis of chiral oxa- and azacycle-fused anthraquinone derivatives

  摘要：

  A convenient protocol for the synthesis of chiral pyran and piperidine ring-fused anthraquinone derivatives has been developed from (R)-2,3-O-cyclohexylidene-glyceraldehyde using sequential applications of enyne metathesis, Diels-Alder reaction and aromatization as key steps. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.02.001

文献信息

• Synthesis of chiral oxa- and azacycle-fused anthraquinone derivatives
  作者：Tanmoy Biswas、Titas Biswas、Shital K. Chattopadhyay

  DOI：10.1016/j.tetasy.2010.02.001

  日期：2010.2

  A convenient protocol for the synthesis of chiral pyran and piperidine ring-fused anthraquinone derivatives has been developed from (R)-2,3-O-cyclohexylidene-glyceraldehyde using sequential applications of enyne metathesis, Diels-Alder reaction and aromatization as key steps. (C) 2010 Elsevier Ltd. All rights reserved.