(E,5S,6R,7R)-7-[tert-butyl(dimethyl)silyl]oxy-2,6-dimethyl-5-triethylsilyloxydodec-2-en-11-ynoic acid | 1204215-07-5

• 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: (E,5S,6R,7R)-7-[tert-butyl(dimethyl)silyl]oxy-2,6-dimethyl-5-triethylsilyloxydodec-2-en-11-ynoic acid
• CAS: 1204215-07-5
• 化学式: C₂₆H₅₀O₄Si₂
• 分子量: 482.852
• InChiKey: CPQJRCMBEXXSGR-ZUNDBMRISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.63
• 重原子数：
  32
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E,5S,6R,7R)-7-[tert-butyl(dimethyl)silyl]oxy-2,6-dimethyl-5-triethylsilyloxydodec-2-en-11-ynoic acid 、 2,2,2-trichloroethyl (2S,3S)-2-[[2-[[(2R)-2-[[(2S)-2-[[(2R)-2-hydroxy-4-methylpentanoyl]amino]propanoyl]-methylamino]-3-phenylpropanoyl]-methylamino]acetyl]amino]-3-methylpentanoate 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 [(2R)-4-methyl-1-[[(2S)-1-[methyl-[(2R)-1-[methyl-[2-[[(2S,3S)-3-methyl-1-oxo-1-(2,2,2-trichloroethoxy)pentan-2-yl]amino]-2-oxoethyl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopentan-2-yl] (E,5S,6R,7R)-7-[tert-butyl(dimethyl)silyl]oxy-2,6-dimethyl-5-triethylsilyloxydodec-2-en-11-ynoate
  参考文献：
  名称：

  Synthesis of palau’amide and its diastereomers: confirmation of its stereostructure

  摘要：

  Four diastereomers of palau'amide (1-4), a cytoroxic cyclodepsipeptide, were synthesized. The H-1 NMR spectrum of 1 was identical to that of natural palau'amide. This established the complete stereostructure of palau'amide. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.10.059
• 作为产物：
  描述：

  (E)-(5S,6S,7R)-7-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-2,6-dimethyl-dodec-2-en-11-ynoic acid 、 三乙基氯硅烷 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成 (E,5S,6R,7R)-7-[tert-butyl(dimethyl)silyl]oxy-2,6-dimethyl-5-triethylsilyloxydodec-2-en-11-ynoic acid
  参考文献：
  名称：

  Synthesis of palau’amide and its diastereomers: confirmation of its stereostructure

  摘要：

  Four diastereomers of palau'amide (1-4), a cytoroxic cyclodepsipeptide, were synthesized. The H-1 NMR spectrum of 1 was identical to that of natural palau'amide. This established the complete stereostructure of palau'amide. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.10.059

文献信息

• Synthesis of palau’amide and its diastereomers: confirmation of its stereostructure
  作者：Hirokazu Sugiyama、Atsushi Watanabe、Toshiaki Teruya、Kiyotake Suenaga

  DOI：10.1016/j.tetlet.2009.10.059

  日期：2009.12

  Four diastereomers of palau'amide (1-4), a cytoroxic cyclodepsipeptide, were synthesized. The H-1 NMR spectrum of 1 was identical to that of natural palau'amide. This established the complete stereostructure of palau'amide. (C) 2009 Elsevier Ltd. All rights reserved.