(Z)-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 | 218623-55-3

• 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: (Z)-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
• CAS: 218623-55-3
• 化学式: C₁₈H₂₉ClO₃Te
• 分子量: 456.479
• InChiKey: LUGWAQBLSNLDLW-MRRLHPPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.72
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (Z)-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 在 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 反应 0.05h， 以59%的产率得到spiro[4H-3α,6-methano-3H-1,2-bezoxasulfole-2,2'λ⁴-3'-propyl-[5H-1,2]oxatellurol]-5'-one,5,6,7,7a-tetrahydro-8,8-dimethyl-(2R-(2α,3aα,6α,7aβ))
  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：

  2-己炔酸乙酯 在 sodium tetrahydroborate 、 次氯酸叔丁酯 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 0.58h， 生成 (Z)-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