7-methylene-8-(2'-N-tert-butoxycarbonyl-N-tosylamidoeth-1'(E)-ylidene)-4,4-bis(phenylsulfonyl)bicyclo[4.4.0]decene | 1001160-22-0

• 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-(2'-N-tert-butoxycarbonyl-N-tosylamidoeth-1'(E)-ylidene)-4,4-bis(phenylsulfonyl)bicyclo[4.4.0]decene
• 英文别名: tert-butyl N-[(2E)-2-[7,7-bis(benzenesulfonyl)-1-methylidene-4,6,8,8a-tetrahydro-3H-naphthalen-2-ylidene]ethyl]-N-(4-methylphenyl)sulfonylcarbamate
• CAS: 1001160-22-0
• 化学式: C₃₇H₄₁NO₈S₃
• 分子量: 723.932
• InChiKey: QOSYLFQXPRAENP-BYNJWEBRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  49
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  157
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  5,5-bis(phenylsulfonyl)-1,2,7,8-nonatetraene 、 N-(buta-2,3-dienyl)-N-t-butoxycarbonyl-4-methylphenylsulfonamide 在 trans-RhCl(CO)(PPh₃)2 作用下， 以 甲苯 为溶剂， 反应 21.0h， 以55%的产率得到7-methylene-8-(2'-N-tert-butoxycarbonyl-N-tosylamidoeth-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.