1-[(2S,3R,4aS,6R,7S,9aR)-6,9a-dimethyl-3,7-bis(phenylmethoxy)-2-(3-phenylmethoxypropyl)-3,4,4a,7,8,9-hexahydro-2H-pyrano[3,2-b]oxepin-6-yl]propan-2-one | 1246176-53-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[(2S,3R,4aS,6R,7S,9aR)-6,9a-dimethyl-3,7-bis(phenylmethoxy)-2-(3-phenylmethoxypropyl)-3,4,4a,7,8,9-hexahydro-2H-pyrano[3,2-b]oxepin-6-yl]propan-2-one
• CAS: 1246176-53-3
• 化学式: C₃₈H₄₈O₆
• 分子量: 600.796
• InChiKey: QYNWCCNESJTJMZ-TVSIWPERSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  44
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2R,3R,6S,7R)-6-phenylmethoxy-7-(phenylmethoxymethyl)-3-triethylsilyloxyoxepane-2-carbaldehyde 、 1-[(2S,3R,4aS,6R,7S,9aR)-6,9a-dimethyl-3,7-bis(phenylmethoxy)-2-(3-phenylmethoxypropyl)-3,4,4a,7,8,9-hexahydro-2H-pyrano[3,2-b]oxepin-6-yl]propan-2-one 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 以20%的产率得到(4S)-1-[(2S,3R,4aS,6R,7S,9aR)-6,9a-dimethyl-3,7-bis(phenylmethoxy)-2-(3-phenylmethoxypropyl)-3,4,4a,7,8,9-hexahydro-2H-pyrano[3,2-b]oxepin-6-yl]-4-hydroxy-4-[(2S,3R,6S,7R)-6-phenylmethoxy-7-(phenylmethoxymethyl)-3-triethylsilyloxyoxepan-2-yl]butan-2-one
  参考文献：
  名称：

  Synthesis of the BC/DE ring model of brevisin for confirmation of the structure around the acyclic junction

  摘要：

  Synthesis of the BC/DE ring model of brevisin, a polycyclic ether isolated from the red tide dinoflagellate Karenia brevis, is reported. Comparison of the NMR data of the BC/DE ring model with those corresponding to the same region of brevisin led to the confirmation of its structure around the acyclic juncture. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.001
• 作为产物：
  描述：

  在 四丙基高钌酸铵 、 N-甲基吗啉氧化物 作用下， 以 二氯甲烷 为溶剂， 生成 1-[(2S,3R,4aS,6R,7S,9aR)-6,9a-dimethyl-3,7-bis(phenylmethoxy)-2-(3-phenylmethoxypropyl)-3,4,4a,7,8,9-hexahydro-2H-pyrano[3,2-b]oxepin-6-yl]propan-2-one
  参考文献：
  名称：

  Synthesis of the BC/DE ring model of brevisin for confirmation of the structure around the acyclic junction

  摘要：

  Synthesis of the BC/DE ring model of brevisin, a polycyclic ether isolated from the red tide dinoflagellate Karenia brevis, is reported. Comparison of the NMR data of the BC/DE ring model with those corresponding to the same region of brevisin led to the confirmation of its structure around the acyclic juncture. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.001