(1R)-<1-(benzoxymethoxy)ethyl>tri-n-butylstannane | 117438-50-3

• 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: (1R)-<1-(benzoxymethoxy)ethyl>tri-n-butylstannane
• 英文别名: tributyl-[(1R)-1-(phenylmethoxymethoxy)ethyl]stannane
• CAS: 117438-50-3
• 化学式: C₂₂H₄₀O₂Sn
• 分子量: 455.268
• InChiKey: SZNRBPJDOWANTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.95
• 重原子数：
  25.0
• 可旋转键数：
  15.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (1R)-<1-(benzoxymethoxy)ethyl>tri-n-butylstannane 、 1-benzoxy-2,6,8-trimethoxynaphthalene-3-carbaldehyde 在 正丁基锂 作用下， 生成 (2'S)-1-benzoxy-3-<2-(benzoxymethoxy)1-hydroxy-1-propyl>-2,6,8-trimethoxynaphthalene
  参考文献：
  名称：

  Synthesis of Helically Chiral Molecules: Stereoselective Total Synthesis of the Perylenequinones Phleichrome and Calphostin A

  摘要：

  The total syntheses of the perylenequinone natural products phleichrome and calphostin A are detailed. The syntheses were based on (1) the de novo construction of regiospecifically oxygenated and selectively protected naphthalene subunits, (2) the enantiospecific introduction of the stereogenic side chains using a chiral (alpha-alkoxyalkyl)-lithium reagent, and (3) a highly atropdiastereoselective Cu(I)-promoted biaryl synthesis for the stereoselective introduction of the helical axis of the calphostins. The total syntheses were achieved in 13 or 14 steps, respectively, with excellent control of absolute stereochemistry.

  DOI：

  10.1021/ja00149a012

文献信息

• Preparation of enantiomerically enriched α-hydroxy acid derivatives from α-alkoxyorganostannanes
  作者：Philip C.-M. Chan、J. Michael Chong

  DOI：10.1016/s0040-4039(00)88895-4

  日期：1990.1

  Enantiomerically enriched (95-98%) α-alkoxy acids of defined absolute stereochemistry were prepared in good (83-99%) yields from α-alkoxyorganostannanes.

  从α-烷氧基有机锡烷烃中以良好的产率（83-99％）制备了具有定义的绝对立体化学的对映异构体富集的（95-98％）α-烷氧基酸。
• CHAN, PHILIP C. -M.;CHONG, J. MICHAEL, TETRAHEDRON LETT., 31,(1990) N4, C. 1985-1988
  作者：CHAN, PHILIP C. -M.、CHONG, J. MICHAEL

  DOI：——

  日期：——