7-methylene-8-(3',3'-bis(methoxycarbonyl)prop-1'(E)-ylidene)-4,4-bis(phenylsulfonyl)bicyclo[4.4.0]decene | 1001160-13-9

• 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: 7-methylene-8-(3',3'-bis(methoxycarbonyl)prop-1'(E)-ylidene)-4,4-bis(phenylsulfonyl)bicyclo[4.4.0]decene
• 英文别名: dimethyl 2-[(2E)-2-[7,7-bis(benzenesulfonyl)-1-methylidene-4,6,8,8a-tetrahydro-3H-naphthalen-2-ylidene]ethyl]propanedioate
• CAS: 1001160-13-9
• 化学式: C₃₀H₃₂O₈S₂
• 分子量: 584.711
• InChiKey: QQRPHMUIQLIEMU-CJLVFECKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  40
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  138
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  7-methylene-8-(3',3'-bis(methoxycarbonyl)prop-1'(E)-ylidene)-4,4-bis(phenylsulfonyl)bicyclo[4.4.0]decene 、 3-溴丙炔 在 四丁基溴化铵 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以124 mg的产率得到dimethyl 2-[(2E)-2-[7,7-bis(benzenesulfonyl)-1-methylidene-4,6,8,8a-tetrahydro-3H-naphthalen-2-ylidene]ethyl]-2-prop-2-ynylpropanedioate
  参考文献：
  名称：

  Rh-Catalyzed Triple Allene Approach to Bicyclo[4.4.0]decene Derivatives and Its Application for the Stepwise Synthesis of Steroid-Like Tetracyclic Skeletons

  摘要：

  The construction of a new type of bicyclo[4.4.0]decene products with a conjugated exocyclic diene unit was developed using Rh-catalyzed cyclization of 1,5-bisallenes in the presence of monoallenes. The steroid-like tetracyclic products could be obtained by applying an alkylation-Diels-Alder process.

  DOI：

  10.1021/ol702557s
• 作为产物：
  描述：

  5,5-bis(phenylsulfonyl)-1,2,7,8-nonatetraene 、 dimethyl 2,3-butadienylmalonate 在 trans-RhCl(CO)(PPh₃)2 作用下， 以 甲苯 为溶剂， 以46%的产率得到7-methylene-8-(3',3'-bis(methoxycarbonyl)prop-1'(E)-ylidene)-4,4-bis(phenylsulfonyl)bicyclo[4.4.0]decene
  参考文献：
  名称：

  Rh-Catalyzed Triple Allene Approach to Bicyclo[4.4.0]decene Derivatives and Its Application for the Stepwise Synthesis of Steroid-Like Tetracyclic Skeletons

  摘要：

  The construction of a new type of bicyclo[4.4.0]decene products with a conjugated exocyclic diene unit was developed using Rh-catalyzed cyclization of 1,5-bisallenes in the presence of monoallenes. The steroid-like tetracyclic products could be obtained by applying an alkylation-Diels-Alder process.

  DOI：

  10.1021/ol702557s

文献信息

• Rh-Catalyzed Triple Allene Approach to Bicyclo[4.4.0]decene Derivatives and Its Application for the Stepwise Synthesis of Steroid-Like Tetracyclic Skeletons
  作者：Ping Lu、Shengming Ma

  DOI：10.1021/ol702557s

  日期：2007.12.1

  The construction of a new type of bicyclo[4.4.0]decene products with a conjugated exocyclic diene unit was developed using Rh-catalyzed cyclization of 1,5-bisallenes in the presence of monoallenes. The steroid-like tetracyclic products could be obtained by applying an alkylation-Diels-Alder process.