[(3R,4S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-3-triisopropylsilanyloxy-pentyloxymethyl]-benzene | 743472-12-0

• 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: [(3R,4S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-3-triisopropylsilanyloxy-pentyloxymethyl]-benzene
• 英文别名: tert-butyl-dimethyl-[(2S,3R)-2-methyl-5-phenylmethoxy-3-tri(propan-2-yl)silyloxypentoxy]silane
• CAS: 743472-12-0
• 化学式: C₂₈H₅₄O₃Si₂
• 分子量: 494.906
• InChiKey: CGVURZYHDPNLQV-AHKZPQOWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.81
• 重原子数：
  33
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(3R,4S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-3-triisopropylsilanyloxy-pentyloxymethyl]-benzene 在 吡啶 、 咪唑 、 正丁基锂 、 碘 、 氟化氢吡啶 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 N'-[(4S,5R)-7-Benzyloxy-1-[(3S,4R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-3-methyl-pentyl]-4-methyl-5-triisopropylsilanyloxy-hept-(E)-ylidene]-N,N-dimethyl-hydrazine
  参考文献：
  名称：

  Short Synthesis of the 6,6-Spiroketal Cores of Spirofungins A and B

  摘要：

  Initial efforts toward the total synthesis of the antifungal antibiotics spirofungins A and B are reported. A short and efficient synthesis of the C9-C20 6,6-spiroketal fragments of both compounds is described. This asymmetric approach uses a very efficient alkylation of a lithiated N,N-dimethylhydrazone followed by spiroketal formation under acidic conditions.

  DOI：

  10.1021/ol0491078
• 作为产物：
  描述：

  [3-(2-Benzyloxyethyl)oxiran-2-yl]methanol 在 咪唑 、 2,6-二甲基吡啶 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 [(3R,4S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-3-triisopropylsilanyloxy-pentyloxymethyl]-benzene
  参考文献：
  名称：

  Short Synthesis of the 6,6-Spiroketal Cores of Spirofungins A and B

  摘要：

  Initial efforts toward the total synthesis of the antifungal antibiotics spirofungins A and B are reported. A short and efficient synthesis of the C9-C20 6,6-spiroketal fragments of both compounds is described. This asymmetric approach uses a very efficient alkylation of a lithiated N,N-dimethylhydrazone followed by spiroketal formation under acidic conditions.

  DOI：

  10.1021/ol0491078

文献信息

• Short Synthesis of the 6,6-Spiroketal Cores of Spirofungins A and B
  作者：Luiz C. Dias、Luciana G. de Oliveira

  DOI：10.1021/ol0491078

  日期：2004.7.1

  Initial efforts toward the total synthesis of the antifungal antibiotics spirofungins A and B are reported. A short and efficient synthesis of the C9-C20 6,6-spiroketal fragments of both compounds is described. This asymmetric approach uses a very efficient alkylation of a lithiated N,N-dimethylhydrazone followed by spiroketal formation under acidic conditions.