1-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propan-2-ol | 302783-31-9

• 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: 1-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propan-2-ol
• 英文别名: 1-[Tert-butyl(diphenyl)silyl]oxy-3-[(4-methoxyphenyl)methoxy]propan-2-ol；1-[tert-butyl(diphenyl)silyl]oxy-3-[(4-methoxyphenyl)methoxy]propan-2-ol
• CAS: 302783-31-9
• 化学式: C₂₇H₃₄O₄Si
• 分子量: 450.65
• InChiKey: GQUSEOWZBCNFEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  32
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propan-2-ol 在 palladium on activated charcoal 2,6-二甲基吡啶 、 四丁基氟化铵 、 氢气 、 二异丁基氢化铝 、 三乙胺 、 pyridinium chlorochromate 、 lithium chloride 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 生成 2,2-Dimethyl-propionic acid 2-(4-methoxy-benzyloxymethyl)-4-phenyl-butyl ester
  参考文献：
  名称：

  3-Acyloxy-2-phenalkylpropyl amides and esters of homovanillic acid as novel vanilloid receptor agonists

  摘要：

  A series of 3-acyloxy-2-phenalkylpropyl amides and esters of homovanillic acid were designed and synthesized as vanilloid receptor agonists containing the three principal pharmacophores of resiniferatoxin. Amide analogues 23, 5 and II were found to be potent agonists in vanilloid receptor assay both for ligand binding and for activation. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00513-2
• 作为产物：
  描述：

  4-(((4-methoxybenzyl)oxy)methyl)-2,2-dimethyl-1,3-dioxolane 在 盐酸 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 1-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propan-2-ol
  参考文献：
  名称：

  3-Acyloxy-2-phenalkylpropyl amides and esters of homovanillic acid as novel vanilloid receptor agonists

  摘要：

  A series of 3-acyloxy-2-phenalkylpropyl amides and esters of homovanillic acid were designed and synthesized as vanilloid receptor agonists containing the three principal pharmacophores of resiniferatoxin. Amide analogues 23, 5 and II were found to be potent agonists in vanilloid receptor assay both for ligand binding and for activation. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00513-2

文献信息

• Facile chelation-controlled reductive opening of methoxybenzylidene acetals with Bu3SnH and MgBr2. Regioselective protection strategy as MPM ethers
  作者：Bao-Zhong Zheng、Megumi Yamauchi、Hiroo Dei、Shin-ichi Kusaka、Katsuya Matsui、Osamu Yonemitsu

  DOI：10.1016/s0040-4039(00)01017-0

  日期：2000.8

  A mild and efficient regioselective reductive opening of methoxybenzylidene acetals using a combination of Bu3SnH and MgBr2. OEt2, mainly via five-membered chelation intermediates is described. This reaction was applied to synthetic intermediates of myriaporon and tedanolide. (C) 2000 Elsevier Science Ltd. All rights reserved.
• 3-Acyloxy-2-phenalkylpropyl amides and esters of homovanillic acid as novel vanilloid receptor agonists
  作者：Jeewoo Lee、Shin-Ung Park、Ji-Young Kim、Jin-Kwan Kim、Jiyoun Lee、Uhtaek Oh、Victor E. Marquez、Maryam Beheshti、Qiming J. Wang、Shayan Modarres、Peter M. Blumberg

  DOI：10.1016/s0960-894x(99)00513-2

  日期：1999.10

  A series of 3-acyloxy-2-phenalkylpropyl amides and esters of homovanillic acid were designed and synthesized as vanilloid receptor agonists containing the three principal pharmacophores of resiniferatoxin. Amide analogues 23, 5 and II were found to be potent agonists in vanilloid receptor assay both for ligand binding and for activation. (C) 1999 Elsevier Science Ltd. All rights reserved.