(2R,4aR,6S,7R,9aS)-6-Hydroxymethyl-7-methyl-2-phenyl-4a,6,7,9a-tetrahydro-4H-1,3,5-trioxa-benzocyclohepten-7-ol | 213815-38-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: (2R,4aR,6S,7R,9aS)-6-Hydroxymethyl-7-methyl-2-phenyl-4a,6,7,9a-tetrahydro-4H-1,3,5-trioxa-benzocyclohepten-7-ol
• 英文别名: (2R,4aR,6S,7R,9aS)-6-(hydroxymethyl)-7-methyl-2-phenyl-4,4a,6,9a-tetrahydro-[1,3]dioxino[5,4-b]oxepin-7-ol
• CAS: 213815-38-4
• 化学式: C₁₆H₂₀O₅
• 分子量: 292.332
• InChiKey: ZJGVAYSXQHEWHO-ZVDSWSACSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  68.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2R,4aR,6S,7R,9aS)-6-Hydroxymethyl-7-methyl-2-phenyl-4a,6,7,9a-tetrahydro-4H-1,3,5-trioxa-benzocyclohepten-7-ol 在 2,6-二甲基吡啶 、 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 copper(l) iodide 、 四(三苯基膦)钯 、 amberlyst-15 、 草酰氯 、 P(furyl)3 、 三正丁基氢锡 、 二甲基亚砜 、 三乙胺 、 三苯基膦 作用下， 以 甲醇 、 二氯甲烷 、 二甲基亚砜 、 苯 为溶剂， 生成 [(2R,4aR,6S,7R,9aS)-6-[(1Z,3Z)-hepta-1,3,6-trienyl]-7-methyl-2-phenyl-4,4a,6,9a-tetrahydro-[1,3]dioxino[5,4-b]oxepin-7-yl]oxy-tert-butyl-dimethylsilane
  参考文献：
  名称：

  Synthesis of the H ring of gambierol

  摘要：

  Stereoselective synthesis of the H ring of gambierol was achieved from 2-deoxy-D-ribose by using the intramolecular reaction of allylstannane with aldehyde as a key step. Mollified Stille coupling was successfully applied for the construction of the triene side chain. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01312-4
• 作为产物：
  描述：

  (2R,4aR,6S,9aS)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2-phenyl-4a,9a-dihydro-4H-1,3,5-trioxa-benzocyclohepten-7-one 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 (2R,4aR,6S,7R,9aS)-6-Hydroxymethyl-7-methyl-2-phenyl-4a,6,7,9a-tetrahydro-4H-1,3,5-trioxa-benzocyclohepten-7-ol
  参考文献：
  名称：

  Synthesis of the H ring of gambierol

  摘要：

  Stereoselective synthesis of the H ring of gambierol was achieved from 2-deoxy-D-ribose by using the intramolecular reaction of allylstannane with aldehyde as a key step. Mollified Stille coupling was successfully applied for the construction of the triene side chain. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01312-4

文献信息

• Synthesis of the H ring of gambierol
  作者：Isao Kadota、Akio Ohno、Yasuhisa Matsukawa、Yoshinori Yamamoto

  DOI：10.1016/s0040-4039(98)01312-4

  日期：1998.8

  Stereoselective synthesis of the H ring of gambierol was achieved from 2-deoxy-D-ribose by using the intramolecular reaction of allylstannane with aldehyde as a key step. Mollified Stille coupling was successfully applied for the construction of the triene side chain. (C) 1998 Elsevier Science Ltd. All rights reserved.