(3R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-((E)-2-iodo-vinyl)-2,3-dimethoxy-5-methyl-cyclopent-1-enecarboxylic acid methyl ester | 359643-94-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (3R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-((E)-2-iodo-vinyl)-2,3-dimethoxy-5-methyl-cyclopent-1-enecarboxylic acid methyl ester
• 英文别名: methyl (3R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[(E)-2-iodoethenyl]-2,3-dimethoxy-5-methylcyclopentene-1-carboxylate
• CAS: 359643-94-0
• 化学式: C₁₈H₃₁IO₅Si
• 分子量: 482.431
• InChiKey: DZDDBWQHQWVOBT-HXVNYRCXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.43
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-((E)-2-iodo-vinyl)-2,3-dimethoxy-5-methyl-cyclopent-1-enecarboxylic acid methyl ester 在 lithium hydroxide 、 水 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 生成
  参考文献：
  名称：

  Studies directed toward the synthesis of viridenomycin. Route 2: a second generation approach

  摘要：

  A second generation approach toward the synthesis of viridenomycin is described. Three key fragments of the molecule have been synthesized in stereochemically pure form. Initial studies toward the coupling of these fragments with the aim of assembling the macrocycle are detailed. Final efforts to reach the title compound are documented. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00701-8
• 作为产物：
  描述：

  (2R,3S,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-4-((E)-2-iodo-vinyl)-2-methoxy-4-methyl-cyclopentanone 在 六甲基磷酰三胺 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 lithium diisopropyl amide 作用下， 以 乙醚 、 二甲基亚砜 为溶剂， 生成 (3R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-((E)-2-iodo-vinyl)-2,3-dimethoxy-5-methyl-cyclopent-1-enecarboxylic acid methyl ester
  参考文献：
  名称：

  Studies directed toward the synthesis of viridenomycin. Route 2: a second generation approach

  摘要：

  A second generation approach toward the synthesis of viridenomycin is described. Three key fragments of the molecule have been synthesized in stereochemically pure form. Initial studies toward the coupling of these fragments with the aim of assembling the macrocycle are detailed. Final efforts to reach the title compound are documented. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00701-8