(6,6-ethylenedioxy-1E-hexenyl)tri-n-butylstannane | 1436411-94-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (6,6-ethylenedioxy-1E-hexenyl)tri-n-butylstannane
• 英文别名: ethyl (1R,3S,7S,9S)-3-[3-(1,3-dioxolan-2-yl)propyl]-15-propan-2-yl-8-oxa-2-azatetracyclo[7.7.0.02,7.011,16]hexadeca-4,11(16),12,14-tetraene-5-carboxylate
• CAS: 1436411-94-7
• 化学式: C₂₆H₃₅NO₅
• 分子量: 441.568
• InChiKey: WLMWSTDCHBNZEK-RHQSAMMMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (6,6-ethylenedioxy-1E-hexenyl)tri-n-butylstannane 在 4-二甲氨基吡啶 、 氢气 、 三乙胺 、 红铝 、 sodium iodide 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 二氯甲烷 、 甲苯 为溶剂， 反应 9.67h， 生成 (4bR,6S,8R,9aS,10aS)-6-(3-(1,3-dioxolan-2-yl)propyl)-4-isopropyl-8-methyl-4b,7,8,9,9a,10a-hexahydro-6H,11H-indeno[1',2':4,5]oxazolo[3,2-a]pyridine
  参考文献：
  名称：

  Total Synthesis of (−)-Hippodamine by Stereocontrolled Construction of Azaphenalene Skeleton Based on Extended One-Pot Asymmetric Azaelectrocyclization

  摘要：

  The first asymmetric total synthesis of (-)-hippodamine has been accomplished via the concise construction of its azaphenalene core, which Is featured by the 2,4,6-chiral piperidine synthesis based on one-pot asymmetric azaelectrocyclization in the partially activated substituent system and the subsequent intramolecular Mannich reaction.

  DOI：

  10.1021/ol4010917
• 作为产物：
  描述：

  2-(4-pentyneyl)-1,3-dioxolane 在 偶氮二异丁腈 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.42h， 生成 (6,6-ethylenedioxy-1E-hexenyl)tri-n-butylstannane
  参考文献：
  名称：

  Total Synthesis of (−)-Hippodamine by Stereocontrolled Construction of Azaphenalene Skeleton Based on Extended One-Pot Asymmetric Azaelectrocyclization

  摘要：

  The first asymmetric total synthesis of (-)-hippodamine has been accomplished via the concise construction of its azaphenalene core, which Is featured by the 2,4,6-chiral piperidine synthesis based on one-pot asymmetric azaelectrocyclization in the partially activated substituent system and the subsequent intramolecular Mannich reaction.

  DOI：

  10.1021/ol4010917

文献信息

• Total Synthesis of (−)-Hippodamine by Stereocontrolled Construction of Azaphenalene Skeleton Based on Extended One-Pot Asymmetric Azaelectrocyclization
  作者：Shintaro Fujita、Taku Sakaguchi、Toyoharu Kobayashi、Hiroshi Tsuchikawa、Shigeo Katsumura

  DOI：10.1021/ol4010917

  日期：2013.6.7

  The first asymmetric total synthesis of (-)-hippodamine has been accomplished via the concise construction of its azaphenalene core, which Is featured by the 2,4,6-chiral piperidine synthesis based on one-pot asymmetric azaelectrocyclization in the partially activated substituent system and the subsequent intramolecular Mannich reaction.