(E)-3-((1S,2R,4R)-2-Hydroxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-ylmethyltellanyl)-hex-2-enoic acid ethyl ester | 218623-54-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (E)-3-((1S,2R,4R)-2-Hydroxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-ylmethyltellanyl)-hex-2-enoic acid ethyl ester
• CAS: 218623-54-2
• 化学式: C₁₈H₃₀O₃Te
• 分子量: 422.034
• InChiKey: VNJINBCDMLYAHN-QUOORAPXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.54
• 重原子数：
  22.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (E)-3-((1S,2R,4R)-2-Hydroxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-ylmethyltellanyl)-hex-2-enoic acid ethyl ester 在 次氯酸叔丁酯 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以90%的产率得到(E)-3-((1S,3R,5R,7R)-3-Chloro-10,10-dimethyl-4-oxa-3λ⁴-tellura-tricyclo[5.2.1.0^1,5]dec-3-yl)-hex-2-enoic acid ethyl ester
  参考文献：
  名称：

  First synthesis and stereochemistry of enantiomerically pure spiroselenurane and spirotellurane using the 2-exo-hydroxy-10-bornyl group as a chiral ligand

  摘要：

  The first synthesis of enantiomerically pure spiroselenuranes 8a-d and spirotelluranes 12a,b, using the 2-exo-hydroxy-10-bornyl group as a chiral ligand, has been developed and proceeds in good yield and with excellent diastereoselectivity. The X-ray analysis of spirotellurane 12a indicated that the spirochalcogenuranes have a trigonal bipyramidal (TBP) structure around the chalcogenium atom. A comparison of the spectroscopic properties of spirochalcogenuranes is also discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00352-8
• 作为产物：
  描述：

  (1S)-(-)-10-iodo-2-exobornanol 在 碲化氢 、 sodium tetrahydroborate 、 硫脲-S,S-二氧化物 、 十六烷基三甲基溴化铵 作用下， 以 乙醇 为溶剂， 反应 0.25h， 生成 (E)-3-((1S,2R,4R)-2-Hydroxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-ylmethyltellanyl)-hex-2-enoic acid ethyl ester
  参考文献：
  名称：

  First synthesis and stereochemistry of enantiomerically pure spiroselenurane and spirotellurane using the 2-exo-hydroxy-10-bornyl group as a chiral ligand

  摘要：

  The first synthesis of enantiomerically pure spiroselenuranes 8a-d and spirotelluranes 12a,b, using the 2-exo-hydroxy-10-bornyl group as a chiral ligand, has been developed and proceeds in good yield and with excellent diastereoselectivity. The X-ray analysis of spirotellurane 12a indicated that the spirochalcogenuranes have a trigonal bipyramidal (TBP) structure around the chalcogenium atom. A comparison of the spectroscopic properties of spirochalcogenuranes is also discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00352-8