(4R,5S,6R,7R,8R)-9-Benzyloxy-7-methoxymethoxy-4,6,8-trimethyl-non-1-en-5-ol | 156714-32-8

• 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: (4R,5S,6R,7R,8R)-9-Benzyloxy-7-methoxymethoxy-4,6,8-trimethyl-non-1-en-5-ol
• 英文别名: (4R,5S,6R,7R,8R)-7-(methoxymethoxy)-4,6,8-trimethyl-9-phenylmethoxynon-1-en-5-ol
• CAS: 156714-32-8
• 化学式: C₂₁H₃₄O₄
• 分子量: 350.499
• InChiKey: MCQYMNZXJUOVOR-AJGRXUDCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  25
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4R,5S,6R,7R,8R)-9-Benzyloxy-7-methoxymethoxy-4,6,8-trimethyl-non-1-en-5-ol 在 吡啶 、 sodium hydroxide 、 9-borabicyclo[3.3.1]nonane dimer 、 双氧水 作用下， 生成 Toluene-4-sulfonic acid (4R,5S,6R,7R,8R)-9-benzyloxy-5-hydroxy-7-methoxymethoxy-4,6,8-trimethyl-nonyl ester
  参考文献：
  名称：

  An alkylative strategy to the C-13 to C-21 sector of discodermolide

  摘要：

  An approach to the C-13 to C-21 sector of the immunosuppressive marine natural product discodermolide (1) is described. The C-15 to C-16 bond is formed by diastereoselective alkylation of a ketone enolate. Either diastereomer of allkylation Can be obtained by selecting the appropriate counter ion. The C-16 to C-21 subunit is prepared in two steps from 11.

  DOI：

  10.1016/s0040-4039(00)76205-8
• 作为产物：
  描述：

  (-)-(S)-1-苄氧基-3-羟基-2-甲基丙烷 在 lithium aluminium tetrahydride 、 草酰氯 、 lithium bis(dimethylphenylsilyl)amide 、 二乙基异丙基胺 、 四丁基碘化铵 、 二甲基亚砜 、 三乙胺 、 lithium iodide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 (4R,5S,6R,7R,8R)-9-Benzyloxy-7-methoxymethoxy-4,6,8-trimethyl-non-1-en-5-ol
  参考文献：
  名称：

  An alkylative strategy to the C-13 to C-21 sector of discodermolide

  摘要：

  An approach to the C-13 to C-21 sector of the immunosuppressive marine natural product discodermolide (1) is described. The C-15 to C-16 bond is formed by diastereoselective alkylation of a ketone enolate. Either diastereomer of allkylation Can be obtained by selecting the appropriate counter ion. The C-16 to C-21 subunit is prepared in two steps from 11.

  DOI：

  10.1016/s0040-4039(00)76205-8

文献信息

• An alkylative strategy to the C-13 to C-21 sector of discodermolide
  作者：Ge Yang、David C. Myles

  DOI：10.1016/s0040-4039(00)76205-8

  日期：1994.2

  An approach to the C-13 to C-21 sector of the immunosuppressive marine natural product discodermolide (1) is described. The C-15 to C-16 bond is formed by diastereoselective alkylation of a ketone enolate. Either diastereomer of allkylation Can be obtained by selecting the appropriate counter ion. The C-16 to C-21 subunit is prepared in two steps from 11.