| 929546-01-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 929546-01-0
• 化学式: C₃₀H₃₇NO₄Si
• 分子量: 503.714
• InChiKey: WUIYWXLIHSQROG-WUFINQPMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.04
• 重原子数：
  36.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  60.09
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以84%的产率得到benzyl N-[(1S)-4-hydroxy-1-[(2S)-oxiran-2-yl]butyl]carbamate
  参考文献：
  名称：

  A highly stereocontrolled route to 2-(2′-oxiranyl)piperidines and pyrrolidines: enantioselective synthesis of (+)-α-conhydrine

  摘要：

  The first enantio- and diastereoselective approach to both 2-(2'-oxiranyl)piperidines and to 2-(2'-oxiranyl)pyrrolidines is reported. The method relies on the Sharpless asymmetric epoxidation of allyl alcohols as the sole source of chirality, and involves as the key step the base-mediated cyclization of (alpha-aminoalkyl)oxiranes functionalized at the is an element of (or delta) position. The asymmetric synthesis of (+)-alpha-conhydrine illustrates the applicability of this strategy to the preparation of biologically active 2-(1-hydroxyalkyl)piperidine alkaloids. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.09.095