[(4R,6S,8S,10S)-6,8,10-tris[[tert-butyl(dimethyl)silyl]oxy]pentacos-1-en-4-yl] prop-2-enoate | 572916-10-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [(4R,6S,8S,10S)-6,8,10-tris[[tert-butyl(dimethyl)silyl]oxy]pentacos-1-en-4-yl] prop-2-enoate
• CAS: 572916-10-0
• 化学式: C₄₆H₉₄O₅Si₃
• 分子量: 811.506
• InChiKey: QRVHXJPGTKFLFJ-IYHZCDIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.48
• 重原子数：
  54
• 可旋转键数：
  34
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(4R,6S,8S,10S)-6,8,10-tris[[tert-butyl(dimethyl)silyl]oxy]pentacos-1-en-4-yl] prop-2-enoate 在 Grubbs catalyst first generation 作用下， 以 二氯甲烷 为溶剂， 以83%的产率得到(S)-5,6-dihydro-6-[(2S,4S,6S)-2,4,6-tris(tert-butyldimethylsilyloxy)heneicosyl]pyran-2-one
  参考文献：
  名称：

  Enantioselective allyltitanations: synthesis of the proposed structures for passifloricin A

  摘要：

  The stereoselective total synthesis of the proposed structures P1 and P2 for passifloricin A was achieved in 12 steps from n-hexadecanal by using enantioselective allyltitanations and a ring closing metathesis reaction as the key steps. Both PI and P2 are different from passifloricin A. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01024-4
• 作为产物：
  描述：

  十六醛 在 2,6-二甲基吡啶 、 sodium periodate 、 四氧化锇 、 N-甲基吲哚酮 、 N,N-二异丙基乙胺 作用下， 以 乙醚 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 16.0h， 生成 [(4R,6S,8S,10S)-6,8,10-tris[[tert-butyl(dimethyl)silyl]oxy]pentacos-1-en-4-yl] prop-2-enoate
  参考文献：
  名称：

  Enantioselective allyltitanations: synthesis of the proposed structures for passifloricin A

  摘要：

  The stereoselective total synthesis of the proposed structures P1 and P2 for passifloricin A was achieved in 12 steps from n-hexadecanal by using enantioselective allyltitanations and a ring closing metathesis reaction as the key steps. Both PI and P2 are different from passifloricin A. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01024-4

文献信息

• Enantioselective allyltitanations: synthesis of the proposed structures for passifloricin A
  作者：Samir BouzBouz、Janine Cossy

  DOI：10.1016/s0040-4039(03)01024-4

  日期：2003.6

  The stereoselective total synthesis of the proposed structures P1 and P2 for passifloricin A was achieved in 12 steps from n-hexadecanal by using enantioselective allyltitanations and a ring closing metathesis reaction as the key steps. Both PI and P2 are different from passifloricin A. (C) 2003 Elsevier Science Ltd. All rights reserved.