2-benzyloxy-4,5-diisopropyloxyphenyl(tributyl)stannane | 1023745-00-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-benzyloxy-4,5-diisopropyloxyphenyl(tributyl)stannane
• CAS: 1023745-00-7
• 化学式: C₃₁H₅₀O₃Sn
• 分子量: 589.446
• InChiKey: JJAQOMMOTBMPLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  35
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 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：

  3-bromo-5,7-diacetoxychromen-2-one 、 2-benzyloxy-4,5-diisopropyloxyphenyl(tributyl)stannane 在 四(三苯基膦)钯 copper(l) iodide 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以74%的产率得到5,7-diacetoxy-3-(2-benzyloxy-4,5-diisopropyloxyphenyl)chromen-2-one
  参考文献：
  名称：

  Total synthesis of demethylwedelolactone and wedelolactone by Cu-mediated/Pd(0)-catalysis and oxidative-cyclization

  摘要：

  Hedysarimcoumestan B, which can be isolated from Chinese herbal medicine, is achieved, in which the longest linear sequence is only eight steps, in 50% overall yield from commercially available phloroglucinol. The key transformations in the synthesis are Cu-mediated/Pd(0)-catalysis and I-2/pyridine oxidative-cyclization reactions. This synthetic strategy can be applied to give access to the demethylwedelolactone (4) and wedelolactone (5), which were afforded from commercially available phloroglucinol in high 38 and 33% yields, respectively. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.02.031

文献信息

• Total synthesis of demethylwedelolactone and wedelolactone by Cu-mediated/Pd(0)-catalysis and oxidative-cyclization
  作者：Chia-Fu Chang、Ling-Yi Yang、Shiao-Wei Chang、Yu-Ting Fang、Yean-Jang Lee

  DOI：10.1016/j.tet.2008.02.031

  日期：2008.4

  Hedysarimcoumestan B, which can be isolated from Chinese herbal medicine, is achieved, in which the longest linear sequence is only eight steps, in 50% overall yield from commercially available phloroglucinol. The key transformations in the synthesis are Cu-mediated/Pd(0)-catalysis and I-2/pyridine oxidative-cyclization reactions. This synthetic strategy can be applied to give access to the demethylwedelolactone (4) and wedelolactone (5), which were afforded from commercially available phloroglucinol in high 38 and 33% yields, respectively. (c) 2008 Elsevier Ltd. All rights reserved.