(3R,7S)-1-(4-Methoxy-benzyloxy)-5-methylene-7-(tetrahydro-pyran-2-yloxy)-dec-9-en-3-ol | 209345-85-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (3R,7S)-1-(4-Methoxy-benzyloxy)-5-methylene-7-(tetrahydro-pyran-2-yloxy)-dec-9-en-3-ol
• 英文别名: (3R,7S)-1-[(4-methoxyphenyl)methoxy]-5-methylidene-7-(oxan-2-yloxy)dec-9-en-3-ol
• CAS: 209345-85-7
• 化学式: C₂₄H₃₆O₅
• 分子量: 404.547
• InChiKey: ZNOVNDUJBOZBMJ-GXBCDIMNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  29
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3R,7S)-1-(4-Methoxy-benzyloxy)-5-methylene-7-(tetrahydro-pyran-2-yloxy)-dec-9-en-3-ol 在 咪唑 、 potassium fluoride 、 Swern oxidn 、 potassium hydride 、 对甲苯磺酸 、 臭氧 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 magnesium bromide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 (3S,7S)-7-Benzyloxy-5-oxo-8-((S)-4-oxo-oxetan-2-yl)-3-triisopropylsilanyloxy-octanal
  参考文献：
  名称：

  Stereocontrolled synthesis of the CD subunit of the marine macrolide altohyrtin A

  摘要：

  A synthesis of the C17-C28 segment of altohyrtin A is reported. The synthesis uses a coupling step between two chiral subunits, both of which were synthesized from L-malic acid. The remaining stereocenters were obtained through a combination of stereoselective reactions and thermodynamic equilibration. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00686-8
• 作为产物：
  描述：

  (2S)-pent-4-ene-1,2-diol 在 Me₃SnCu*LiBr 、 甲基锂 、 sodium hydride 、 potassium carbonate 、 对甲苯磺酸 、 lithium,azanidylidenemethylidenecopper,2H-thiophen-2-ide 、 1-(2,4,6-三异丙基苯基磺酰)咪唑 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 (3R,7S)-1-(4-Methoxy-benzyloxy)-5-methylene-7-(tetrahydro-pyran-2-yloxy)-dec-9-en-3-ol
  参考文献：
  名称：

  Stereocontrolled synthesis of the CD subunit of the marine macrolide altohyrtin A

  摘要：

  A synthesis of the C17-C28 segment of altohyrtin A is reported. The synthesis uses a coupling step between two chiral subunits, both of which were synthesized from L-malic acid. The remaining stereocenters were obtained through a combination of stereoselective reactions and thermodynamic equilibration. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00686-8

文献信息

• Stereocontrolled synthesis of the CD subunit of the marine macrolide altohyrtin A
  作者：Ronald Zemribo、Keith T. Mead

  DOI：10.1016/s0040-4039(98)00686-8

  日期：1998.6

  A synthesis of the C17-C28 segment of altohyrtin A is reported. The synthesis uses a coupling step between two chiral subunits, both of which were synthesized from L-malic acid. The remaining stereocenters were obtained through a combination of stereoselective reactions and thermodynamic equilibration. (C) 1998 Elsevier Science Ltd. All rights reserved.