5-Iodo-1-oxaspiro[2.5]octa-4,7-dien-6-one | 197230-75-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-Iodo-1-oxaspiro[2.5]octa-4,7-dien-6-one
• CAS: 197230-75-4
• 化学式: C₇H₅IO₂
• 分子量: 248.02
• InChiKey: VKCXXDICZXHXML-UHFFFAOYSA-N

物化性质

• 沸点：
  352.5±42.0 °C(Predicted)
• 密度：
  2.11±0.1 g/cm3(Predicted)
• 溶解度：
  溶于二氯甲烷

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  29.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,5-二碘-L-酪氨酸 、 5-Iodo-1-oxaspiro[2.5]octa-4,7-dien-6-one 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以70%的产率得到三碘甲状腺原氨酸
  参考文献：
  名称：

  A concise synthesis of thyroxine (T4) and 3,5,3′-Triiodo-l-thyronine (T3)

  摘要：

  The mono- and di-iodo derivatives of 1-oxaspiro[2,5]bicycloocta-4,7-dien-6-one 8 and 9, reacted readily with 3,5-diiodo-L-tyrosine at pH 8.0 to give 3,5,3'-triiodo-L-thyronine (T-3) and thyroxine in 70% and 94% yields respectively. In turn, 8 and 9 were prepared by the sodium bismuthate oxidation of their corresponding iodinated p-hydroxybenzyl alcohol derivatives, 6 and 7 in 32% and 37% yields. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01665-1
• 作为产物：
  描述：

  在 sodium bismuthate 作用下， 以 水 、 溶剂黄146 、 乙酸乙酯 为溶剂， 反应 1.33h， 以32%的产率得到5-Iodo-1-oxaspiro[2.5]octa-4,7-dien-6-one
  参考文献：
  名称：

  A concise synthesis of thyroxine (T4) and 3,5,3′-Triiodo-l-thyronine (T3)

  摘要：

  The mono- and di-iodo derivatives of 1-oxaspiro[2,5]bicycloocta-4,7-dien-6-one 8 and 9, reacted readily with 3,5-diiodo-L-tyrosine at pH 8.0 to give 3,5,3'-triiodo-L-thyronine (T-3) and thyroxine in 70% and 94% yields respectively. In turn, 8 and 9 were prepared by the sodium bismuthate oxidation of their corresponding iodinated p-hydroxybenzyl alcohol derivatives, 6 and 7 in 32% and 37% yields. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01665-1

文献信息

• A concise synthesis of thyroxine (T4) and 3,5,3′-Triiodo-l-thyronine (T3)
  作者：Grzegorz M. Salamonczyk、Vibha B. Oza、Charles J. Sih

  DOI：10.1016/s0040-4039(97)01665-1

  日期：1997.10

  The mono- and di-iodo derivatives of 1-oxaspiro[2,5]bicycloocta-4,7-dien-6-one 8 and 9, reacted readily with 3,5-diiodo-L-tyrosine at pH 8.0 to give 3,5,3'-triiodo-L-thyronine (T-3) and thyroxine in 70% and 94% yields respectively. In turn, 8 and 9 were prepared by the sodium bismuthate oxidation of their corresponding iodinated p-hydroxybenzyl alcohol derivatives, 6 and 7 in 32% and 37% yields. (C) 1997 Elsevier Science Ltd.