(2R,3S)-3-(tert-Butyl-diphenyl-silanyloxy)-hex-5-ene-1,2-diol | 125803-71-6

• 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: (2R,3S)-3-(tert-Butyl-diphenyl-silanyloxy)-hex-5-ene-1,2-diol
• 英文别名: (2R,3S)-3-[tert-butyl(diphenyl)silyl]oxyhex-5-ene-1,2-diol
• CAS: 125803-71-6
• 化学式: C₂₂H₃₀O₃Si
• 分子量: 370.564
• InChiKey: YSOOVCFDLUVHEK-RTWAWAEBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.86
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2R,3S)-3-(tert-Butyl-diphenyl-silanyloxy)-hex-5-ene-1,2-diol 在 4-二甲氨基吡啶 、 copper(l) iodide 、 2,4,6-三氯苯甲酰氯 、 二正丁基氧化锡 、 三乙胺 、 对甲苯磺酰氯 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 生成 (R)-((4R,5S)-5-(tert-butyldiphenylsilyloxy)oct-7-en-4-yl) 2-(methoxymethoxy)hex-5-enoate
  参考文献：
  名称：

  Stereoselective total synthesis of a novel regiomer of herbarumin I and its cytotoxic and antimicrobial activities

  摘要：

  Stereoselective synthesis of a novel regiomer of the natural nonenolide, herbarumin I has been accomplished. The synthesis involves the coupling of the alcohol and acid fragments of the molecule using Yamaguchi protocol followed by intramolecular ring closing metathesis. The cytotoxic and antimicrobial properties of the synthetic regiomer have been studied. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.11.010
• 作为产物：
  描述：

  1(S)-[(2R)-1,4-dioxaspiro[4.5]decanyl]-3-buten-1-ol 在 咪唑 、 水 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (2R,3S)-3-(tert-Butyl-diphenyl-silanyloxy)-hex-5-ene-1,2-diol
  参考文献：
  名称：

  Stereoselective total synthesis of a novel regiomer of herbarumin I and its cytotoxic and antimicrobial activities

  摘要：

  Stereoselective synthesis of a novel regiomer of the natural nonenolide, herbarumin I has been accomplished. The synthesis involves the coupling of the alcohol and acid fragments of the molecule using Yamaguchi protocol followed by intramolecular ring closing metathesis. The cytotoxic and antimicrobial properties of the synthetic regiomer have been studied. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.11.010

文献信息

• Mulzer, Johann; Schoellhorn, Bernd, Angewandte Chemie, 1990, vol. 102, # 4, p. 433 - 435
  作者：Mulzer, Johann、Schoellhorn, Bernd

  DOI：——

  日期：——
• Stereoselective total synthesis of a novel regiomer of herbarumin I and its cytotoxic and antimicrobial activities
  作者：Paramesh Jangili、Jajula Kashanna、C. Ganesh Kumar、Y. Poornachandra、Biswanath Das

  DOI：10.1016/j.bmcl.2013.11.010

  日期：2014.1

  Stereoselective synthesis of a novel regiomer of the natural nonenolide, herbarumin I has been accomplished. The synthesis involves the coupling of the alcohol and acid fragments of the molecule using Yamaguchi protocol followed by intramolecular ring closing metathesis. The cytotoxic and antimicrobial properties of the synthetic regiomer have been studied. (C) 2013 Elsevier Ltd. All rights reserved.