(E,2S)-2,4-dimethyl-6-phenylmethoxyhex-4-enal | 753016-41-0

• 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,2S)-2,4-dimethyl-6-phenylmethoxyhex-4-enal
• CAS: 753016-41-0
• 化学式: C₁₅H₂₀O₂
• 分子量: 232.323
• InChiKey: DOIXERBEUQNYMN-CZAWJFPGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E,2S)-2,4-dimethyl-6-phenylmethoxyhex-4-enal 在 sodium tetrahydroborate 、 tin(II) trifluoromethanesulfonate 、 二乙基甲氧基硼烷 、 三乙胺 作用下， 生成 (E,2S,3S,4S,5R,6S)-1-[tert-butyl(diphenyl)silyl]oxy-2-[(4-methoxyphenyl)methoxymethyl]-4,6,8-trimethyl-10-phenylmethoxydec-8-ene-3,5-diol
  参考文献：
  名称：

  A practical synthesis of (−)-kazusamycin A (revised)

  摘要：

  We describe herein a stereo-controlled and practical synthesis of three key building blocks, namely Segment AB', Segment D, and Segment E' needed for the total synthesis of (-)-kazusamycin A. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.029
• 作为产物：
  描述：

  (E)-4-methyl-6-(phenylmethoxy)-4-hexenal 在 锂硼氢 、 jones reagent 、 sodium hexamethyldisilazane 、 三甲基乙酰氯 作用下， 生成 (E,2S)-2,4-dimethyl-6-phenylmethoxyhex-4-enal
  参考文献：
  名称：

  A practical synthesis of (−)-kazusamycin A (revised)

  摘要：

  We describe herein a stereo-controlled and practical synthesis of three key building blocks, namely Segment AB', Segment D, and Segment E' needed for the total synthesis of (-)-kazusamycin A. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.029

文献信息

• First Total Synthesis of the Antitumor Compound (−)-Kazusamycin A and Absolute Structure Determination
  作者：Noriyoshi Arai、Noriko Chikaraishi、Satoshi Omura、Isao Kuwajima

  DOI：10.1021/ol049219z

  日期：2004.8.1

  The first total synthesis of kazusamycin A, a potent antitumor compound from an actinomycete, has been achieved, and its absolute structure was determined. Paterson's stereoselective aldol reaction was successfully applied to construct the contiguous chiral centers by using an originally designed optically active 2-acyl-1,3-propanediol derivative.
• A practical synthesis of (−)-kazusamycin A (revised)
  作者：Shengfeng Zhou、Huaxiang Chen、Wensheng Liao、Shu-Hui Chen、Ge Li、Ryoichi Ando、Isao Kuwajima

  DOI：10.1016/j.tetlet.2005.07.029

  日期：2005.9

  We describe herein a stereo-controlled and practical synthesis of three key building blocks, namely Segment AB', Segment D, and Segment E' needed for the total synthesis of (-)-kazusamycin A. (c) 2005 Elsevier Ltd. All rights reserved.