((E)-(4R,5R,6R)-5-Benzyloxy-2,4-diethyl-7-methoxymethoxy-6-methyl-hept-2-enyloxy)-tert-butyl-diphenyl-silane | 872615-35-5

• 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: ((E)-(4R,5R,6R)-5-Benzyloxy-2,4-diethyl-7-methoxymethoxy-6-methyl-hept-2-enyloxy)-tert-butyl-diphenyl-silane
• 英文别名: tert-butyl-[(E,4R,5R,6R)-2,4-diethyl-7-(methoxymethoxy)-6-methyl-5-phenylmethoxyhept-2-enoxy]-diphenylsilane
• CAS: 872615-35-5
• 化学式: C₃₇H₅₂O₄Si
• 分子量: 588.903
• InChiKey: XRZWRBHDTPSLAX-KTMGGNCSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.77
• 重原子数：
  42
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ((E)-(4R,5R,6R)-5-Benzyloxy-2,4-diethyl-7-methoxymethoxy-6-methyl-hept-2-enyloxy)-tert-butyl-diphenyl-silane 在 1,3-二噻烷 、 重铬酸吡啶 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 生成 (E)-(2S,3R,4R)-3-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-4-ethyl-2-methyl-oct-5-enal
  参考文献：
  名称：

  Toward a Total Synthesis of the Novel Polyketide Natural Product Spiculoic Acid A

  摘要：

  [GRAPHIC]An enantioselective approach toward the recently isolated marine natural product, spiculoic acid A, conceptualized along the proposed biogenetic hypothesis, involving an intramolecular Diels-Alder reaction as the pivotal step, is delineated. Access to a structurally embellished bicyclic core of the natural product has been accomplished.

  DOI：

  10.1021/ol0521329
• 作为产物：
  描述：

  [(2S,3S)-3-[(2R)-1-(methoxymethoxy)propan-2-yl]oxiran-2-yl]methanol 在 copper(l) iodide 、 tris(triphenylphosphine)ruthenium(II) chloride 、 sodium hydride 、 二异丁基氢化铝 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 苯 为溶剂， 生成 ((E)-(4R,5R,6R)-5-Benzyloxy-2,4-diethyl-7-methoxymethoxy-6-methyl-hept-2-enyloxy)-tert-butyl-diphenyl-silane
  参考文献：
  名称：

  Toward a Total Synthesis of the Novel Polyketide Natural Product Spiculoic Acid A

  摘要：

  [GRAPHIC]An enantioselective approach toward the recently isolated marine natural product, spiculoic acid A, conceptualized along the proposed biogenetic hypothesis, involving an intramolecular Diels-Alder reaction as the pivotal step, is delineated. Access to a structurally embellished bicyclic core of the natural product has been accomplished.

  DOI：

  10.1021/ol0521329

文献信息

• Toward a Total Synthesis of the Novel Polyketide Natural Product Spiculoic Acid A
  作者：Goverdhan Mehta、Uday Kumar Kundu

  DOI：10.1021/ol0521329

  日期：2005.12.1

  [GRAPHIC]An enantioselective approach toward the recently isolated marine natural product, spiculoic acid A, conceptualized along the proposed biogenetic hypothesis, involving an intramolecular Diels-Alder reaction as the pivotal step, is delineated. Access to a structurally embellished bicyclic core of the natural product has been accomplished.