(2E,7E)-(4R,5S,6R)-5-Benzyloxy-8-(tert-butyl-diphenyl-silanyloxymethyl)-6-ethyl-4-methyl-deca-2,7-dienoic acid methyl ester | 872615-38-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2E,7E)-(4R,5S,6R)-5-Benzyloxy-8-(tert-butyl-diphenyl-silanyloxymethyl)-6-ethyl-4-methyl-deca-2,7-dienoic acid methyl ester
• 英文别名: methyl (2E,4R,5S,6R,7E)-8-[[tert-butyl(diphenyl)silyl]oxymethyl]-6-ethyl-4-methyl-5-phenylmethoxydeca-2,7-dienoate
• CAS: 872615-38-8
• 化学式: C₃₈H₅₀O₄Si
• 分子量: 598.898
• InChiKey: XTLNYMRANAEAGI-KMOKTGAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.88
• 重原子数：
  43
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2E,7E)-(4R,5S,6R)-5-Benzyloxy-8-(tert-butyl-diphenyl-silanyloxymethyl)-6-ethyl-4-methyl-deca-2,7-dienoic acid methyl ester 在 二异丁基氢化铝 作用下， 以97%的产率得到(2E,7E)-(4R,5S,6R)-5-Benzyloxy-8-(tert-butyl-diphenyl-silanyloxymethyl)-6-ethyl-4-methyl-deca-2,7-dien-1-ol
  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 1,3-二噻烷 、 copper(l) iodide 、 重铬酸吡啶 、 tris(triphenylphosphine)ruthenium(II) chloride 、 三氟化硼乙醚 、 sodium hydride 、 二异丁基氢化铝 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 苯 为溶剂， 生成 (2E,7E)-(4R,5S,6R)-5-Benzyloxy-8-(tert-butyl-diphenyl-silanyloxymethyl)-6-ethyl-4-methyl-deca-2,7-dienoic acid methyl ester
  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.