[3-2H]-bis-1,4-t-butyldiphenylsiloxy-2-iodo-but-2-ene | 256431-45-5

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: [3-2H]-bis-1,4-t-butyldiphenylsiloxy-2-iodo-but-2-ene
• 英文别名: tert-butyl-[(E)-4-[tert-butyl(diphenyl)silyl]oxy-2-deuterio-3-iodobut-2-enoxy]-diphenylsilane
• CAS: 256431-45-5
• 化学式: C₃₆H₄₃IO₂Si₂
• 分子量: 691.804
• InChiKey: ROHYGJRUJHQEKU-VQEGIHKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.46
• 重原子数：
  41
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trideuteriomethyl-lithium 、 [3-2H]-bis-1,4-t-butyldiphenylsiloxy-2-iodo-but-2-ene 在 CuCN 作用下， 以 乙醚 为溶剂， 反应 3.0h， 生成 (Z)-2,2,11,11-tetramethyl-6-(methyl-d3)-3,3,10,10-tetraphenyl-4,9-dioxa-3,10-disiladodec-6-ene-7-d
  参考文献：
  名称：

  Synthesis of [3,5,5,5-2H4]-2-C-methyl-d-erythritol, a substrate designed for the elucidation of the mevalonate independent route for isoprenoid biosynthesis

  摘要：

  2-C-Methyl-D-erythritol 4-phosphate is a key intermediate in the mevalonate independent pathway for isoprenoid biosynthesis. In order to investigate the fate of the protons in this metabolic route, [3,5,5,5-H-2(4)]-2-C-methyl-D-erythritol was synthesized. The relevant steps allowing deuterium introduction were a palladium(II)-catalyzed hydrostannation and a coupling reaction between a vinyl iodide and a methylcyanocuprate. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01769-4
• 作为产物：
  描述：

  叔丁基二苯基氯硅烷 在 4-二甲氨基吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.17h， 生成 [3-2H]-bis-1,4-t-butyldiphenylsiloxy-2-iodo-but-2-ene
  参考文献：
  名称：

  Synthesis of [3,5,5,5-2H4]-2-C-methyl-d-erythritol, a substrate designed for the elucidation of the mevalonate independent route for isoprenoid biosynthesis

  摘要：

  2-C-Methyl-D-erythritol 4-phosphate is a key intermediate in the mevalonate independent pathway for isoprenoid biosynthesis. In order to investigate the fate of the protons in this metabolic route, [3,5,5,5-H-2(4)]-2-C-methyl-D-erythritol was synthesized. The relevant steps allowing deuterium introduction were a palladium(II)-catalyzed hydrostannation and a coupling reaction between a vinyl iodide and a methylcyanocuprate. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01769-4