2-<(Tri-isopropylsilyl)oxy>propanol | 135614-58-3

• 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: 2-<(Tri-isopropylsilyl)oxy>propanol
• 英文别名: (S)-2-(triisopropylsilanoxy)propan-1-ol；2-triisopropylsilyloxypropan-1-ol；2-[(Tri-isopropylsilyl)oxy]propanol；1-Propanol, 2-[[tris(1-methylethyl)silyl]oxy]-, (S)-；(2S)-2-tri(propan-2-yl)silyloxypropan-1-ol
• CAS: 135614-58-3
• 化学式: C₁₂H₂₈O₂Si
• 分子量: 232.439
• InChiKey: ZMFAQZVKAQMUBF-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.56
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-<(Tri-isopropylsilyl)oxy>propanol 在 ammonia borane 、 三乙胺 、 sodium iodide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 60.0h， 生成
  参考文献：
  名称：

  1. Synthesis of the common C.1–C.13 hydrophobic domain of the B-type amphidinolides

  摘要：

  In this letter, the first of two in this issue, we describe the synthesis of the C.1-C.13 hydrophobic domain common to the B-type amphidinolides. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00206-3
• 作为产物：
  描述：

  三异丙基氯硅烷 在 咪唑 、 锂硼氢 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 2-<(Tri-isopropylsilyl)oxy>propanol
  参考文献：
  名称：

  （+）-反式三苯甲基林A的全合成

  摘要：

  顺式-trikentrins和除草吲哚已经报道了几种合成方法，它们是在C2和C3位置未取代的吲哚生物碱，带有一个反-1,3-二甲基环戊基单元。本文中，我们描述了更具挑战性的反式trikentrin A作为其天然存在的异构体的首次不对称和立体选择性合成。研究了不同的方法，选择的策略是酶促动力学拆分和（（III）介导的环收缩的组合。天然产物和相关中间体的抗增殖活性已经针对人肿瘤细胞系进行了测试，从而导致发现了具有有效抗肿瘤活性的新化合物。

  DOI：

  10.1002/chem.201202413

文献信息

• Resistance-Modifying Agents. 11. Pyrimido[5,4-<i>d</i>]pyrimidine Modulators of Antitumor Drug Activity. Synthesis and Structure−Activity Relationships for Nucleoside Transport Inhibition and Binding to α₁-Acid Glycoprotein
  作者：Nicola J. Curtin、Hannah C. Barlow、Karen J. Bowman、A. Hilary Calvert、Richard Davison、Bernard T. Golding、Bing Huang、Peter J. Loughlin、David R. Newell、Peter G. Smith、Roger J. Griffin

  DOI：10.1021/jm040772w

  日期：2004.9.1

  The cardiovascular and antithrombotic agent dipyridamole (DP) has potential therapeutic utility as a modulator of the activity of antimetabolite antitumor agents by virtue of its inhibition of nucleoside transport. However, the activity of DP can be compromised by binding to the acute phase serum protein, alpha(1)-acid glycoprotein (AGP). Analogues of DP were synthesized and evaluated as inhibitors of H-3-thymidine uptake into L1210 leukamia cells in the presence and absence of 5 mg/mL AGP. Compounds with potency similar to that of DP were identified where the piperidino substituents at the 4,8-positions were replaced by 4'-methoxybenzylamino, 3',4'dimethoxybenzylamino, or piperonylamino groups. Replacement of the diethanolamino groups at the 2,6-positions of DP by alkylamino or alkoxy substituents was tolerated, although at least one oxygen-bearing function (hydroxyl or alkoxy) was required in the side chain for activity comparable to that of DP. Whereas AGP completely ablated the activity of DP, the majority of the newer compounds synthesized retained significant activity in the presence of excess AGP, although replacement of the piperidino groups at the 4,8-positions by N-methylbenzylamino substituents did, in some cases, restore susceptibility to AGP. Selected compounds have been demonstrated to prevent rescue from antifolate cytotoxicity, mediated by nucleoside salvage.
• Oxidation of alcohols using bis(trichloromethyl) carbonate as activator of dimethyl sulfoxide
  作者：Claudio Palomo、Fernando P. Cossio、Jesus M. Ontoria、Jose M. Odriozola

  DOI：10.1021/jo00020a046

  日期：1991.9
• Total Synthesis of (+)-<i>trans</i>-Trikentrin A
  作者：Iris R. M. Tébéka、Giovanna B. Longato、Marcus V. Craveiro、João E. de Carvalho、Ana L. T. G. Ruiz、Luiz F. Silva

  DOI：10.1002/chem.201202413

  日期：2012.12.21

  reported for cis‐trikentrins and herbindoles, which are indole alkaloids unsubstituted at the C2 and C3 positions that bear a trans‐1,3‐dimethylcyclopentyl unit. Herein, we describe the first asymmetric and stereoselective synthesis of the more challenging trans‐trikentrin A as its naturally occurring isomer. Different approaches were investigated and the strategy of choice was a combination of an enzymatic

  顺式-trikentrins和除草吲哚已经报道了几种合成方法，它们是在C2和C3位置未取代的吲哚生物碱，带有一个反-1,3-二甲基环戊基单元。本文中，我们描述了更具挑战性的反式trikentrin A作为其天然存在的异构体的首次不对称和立体选择性合成。研究了不同的方法，选择的策略是酶促动力学拆分和（（III）介导的环收缩的组合。天然产物和相关中间体的抗增殖活性已经针对人肿瘤细胞系进行了测试，从而导致发现了具有有效抗肿瘤活性的新化合物。
• 1. Synthesis of the common C.1–C.13 hydrophobic domain of the B-type amphidinolides
  作者：Hugo M. Eng、David C. Myles

  DOI：10.1016/s0040-4039(99)00206-3

  日期：1999.3

  In this letter, the first of two in this issue, we describe the synthesis of the C.1-C.13 hydrophobic domain common to the B-type amphidinolides. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.