(Z)-(4R,5S,6R)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-hept-2-en-1-ol | 157275-11-1

• 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: (Z)-(4R,5S,6R)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-hept-2-en-1-ol
• 英文别名: (Z,4R,5S,6R)-5-[tert-butyl(dimethyl)silyl]oxy-2,4,6-trimethyl-7-phenylmethoxyhept-2-en-1-ol
• CAS: 157275-11-1
• 化学式: C₂₃H₄₀O₃Si
• 分子量: 392.654
• InChiKey: DZFIXRZMUNRJRN-AAGGWZEASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  27
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z)-(4R,5S,6R)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-hept-2-en-1-ol 在 亚磷酸三苯酯 、 碘甲烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 [(Z)-(1S,2R)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-5-iodo-2,4-dimethyl-pent-3-enyloxy]-tert-butyl-dimethyl-silane
  参考文献：
  名称：

  The synthesis of the C-9 to C-21 sector of discodermolide: An efficient route to the C13–14 Z-trisubstituted alkene

  摘要：

  The synthesis of the C-9 to C-21 sector of the immunosuppressive marine natural product discodermolide is described. The C-9 to C-15 subunit is synthesized in five steps from aldehyde 5 using the diene aldehyde cyclocondensation reaction. Diastereoselective alkylation of the previously synthesized C-16 to C-21 subunit by a suitably functionalized C-9 to C-15 synthon (3) leads to the C-9 to C-21 sector of discodermolide.

  DOI：

  10.1016/s0040-4039(00)77155-3
• 作为产物：
  描述：

  (-)-(S)-1-苄氧基-3-羟基-2-甲基丙烷 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 锂硼氢 、 cerium(III) chloride 、 草酰氯 、 TEA 、 四氯化钛 、 对甲苯磺酸 、 二甲基亚砜 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 生成 (Z)-(4R,5S,6R)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-hept-2-en-1-ol
  参考文献：
  名称：

  The synthesis of the C-9 to C-21 sector of discodermolide: An efficient route to the C13–14 Z-trisubstituted alkene

  摘要：

  The synthesis of the C-9 to C-21 sector of the immunosuppressive marine natural product discodermolide is described. The C-9 to C-15 subunit is synthesized in five steps from aldehyde 5 using the diene aldehyde cyclocondensation reaction. Diastereoselective alkylation of the previously synthesized C-16 to C-21 subunit by a suitably functionalized C-9 to C-15 synthon (3) leads to the C-9 to C-21 sector of discodermolide.

  DOI：

  10.1016/s0040-4039(00)77155-3

文献信息

• The synthesis of the C-9 to C-21 sector of discodermolide: An efficient route to the C13–14 Z-trisubstituted alkene
  作者：Ge Yang、David C. Myles

  DOI：10.1016/s0040-4039(00)77155-3

  日期：1994.4

  The synthesis of the C-9 to C-21 sector of the immunosuppressive marine natural product discodermolide is described. The C-9 to C-15 subunit is synthesized in five steps from aldehyde 5 using the diene aldehyde cyclocondensation reaction. Diastereoselective alkylation of the previously synthesized C-16 to C-21 subunit by a suitably functionalized C-9 to C-15 synthon (3) leads to the C-9 to C-21 sector of discodermolide.