6-(tert-butyldiphenylsilyloxy)-3-iodo-2-methoxybenzoic acid methyl ester | 641616-53-7

• 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: 6-(tert-butyldiphenylsilyloxy)-3-iodo-2-methoxybenzoic acid methyl ester
• 英文别名: Methyl 6-[tert-butyl(diphenyl)silyl]oxy-3-iodo-2-methoxybenzoate
• CAS: 641616-53-7
• 化学式: C₂₅H₂₇IO₄Si
• 分子量: 546.477
• InChiKey: ZBSDXTVQDVASPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.03
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-(tert-butyldiphenylsilyloxy)-3-iodo-2-methoxybenzoic acid methyl ester 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以95%的产率得到6-hydroxy-3-iodo-2-methoxybenzoic acid methyl ester
  参考文献：
  名称：

  Synthesis and affinity of a possible byproduct of electrophilic radiolabeling of [123I]IBZM

  摘要：

  The iodobenzamide neuroleptic analogue (S)-N-(1-ethylpyrrolidin-2-ylmethyl)-2-hydroxy-5-iodo-6-methoxybenzamide (5-IBZM) was synthesized stereospecifically and its pharmacological properties were compared with the 3-iodo isomer (IBZM) used for imaging D-2 receptors in vivo. The isomer 5-IBZM had 100-fold lower affinity than IBZM and migrated with similar retention time as the byproduct formed during electrophilic iodination of BZM. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.063
• 作为产物：
  描述：

  2,6-二羟基苯甲酸甲酯 在 一氯化碘 、 potassium hydrogencarbonate 作用下， 以 四氯化碳 、 丙酮 为溶剂， 反应 77.0h， 生成 6-(tert-butyldiphenylsilyloxy)-3-iodo-2-methoxybenzoic acid methyl ester
  参考文献：
  名称：

  Synthesis and affinity of a possible byproduct of electrophilic radiolabeling of [123I]IBZM

  摘要：

  The iodobenzamide neuroleptic analogue (S)-N-(1-ethylpyrrolidin-2-ylmethyl)-2-hydroxy-5-iodo-6-methoxybenzamide (5-IBZM) was synthesized stereospecifically and its pharmacological properties were compared with the 3-iodo isomer (IBZM) used for imaging D-2 receptors in vivo. The isomer 5-IBZM had 100-fold lower affinity than IBZM and migrated with similar retention time as the byproduct formed during electrophilic iodination of BZM. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.063