(R)-3-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-5-trimethylsilanyl-pent-4-ynal | 874674-65-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-3-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-5-trimethylsilanyl-pent-4-ynal
• 英文别名: (3R)-3-[tert-butyl(dimethyl)silyl]oxy-3-methyl-5-trimethylsilylpent-4-ynal
• CAS: 874674-65-4
• 化学式: C₁₅H₃₀O₂Si₂
• 分子量: 298.573
• InChiKey: YSJMEBRGCPCATN-OAHLLOKOSA-N

物化性质

• 沸点：
  294.9±35.0 °C(Predicted)
• 密度：
  0.892±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.24
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-3-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-5-trimethylsilanyl-pent-4-ynal 在 2,6-二甲基吡啶 、 氢氧化钾 、 三甲基铝 、 二甲基氯化铝 、 N,N-二异丙基乙胺 、 N,N'-[[(phenylmethyl)imino]bis[(1S)-1-(1-methylethyl)-2,1-ethanediyl]]bis[1,1,1-trifluoro]methanesulfonamide 作用下， 以 甲醇 、 正己烷 、 二氯甲烷 为溶剂， 反应 8.0h， 生成 (3S,5R)-N-methoxy-N-methyl-3,5-bis(tert-butyldimethylsilanyloxy)-5-methylhept-6-ynoic amide
  参考文献：
  名称：

  Amphidinolide B:  Asymmetric Synthesis of a C₇−C₂₀ Synthon

  摘要：

  An asymmetric synthesis of a C-7-C-20 synthon of amphidinolide B is described. The synthesis entails the construction of C-7-C-13 and C-14-C-20 fragments and makes extensive use of catalytic asymmetric bond constructions to establish the requisite stereochemical relationships. Fragment coupling proceeds by Suzuki cross-coupling and installs the trisubstituted diene unit that is among amphidinolide B's defining structural features.

  DOI：

  10.1021/ol051861l
• 作为产物：
  描述：

  (R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-1-trimethylsilanyl-pent-1-yne 在 水 、 戴斯-马丁氧化剂 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 乙腈 为溶剂， 生成 (R)-3-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-5-trimethylsilanyl-pent-4-ynal
  参考文献：
  名称：

  Amphidinolide B:  Asymmetric Synthesis of a C₇−C₂₀ Synthon

  摘要：

  An asymmetric synthesis of a C-7-C-20 synthon of amphidinolide B is described. The synthesis entails the construction of C-7-C-13 and C-14-C-20 fragments and makes extensive use of catalytic asymmetric bond constructions to establish the requisite stereochemical relationships. Fragment coupling proceeds by Suzuki cross-coupling and installs the trisubstituted diene unit that is among amphidinolide B's defining structural features.

  DOI：

  10.1021/ol051861l

文献信息

• Amphidinolide B:  Asymmetric Synthesis of a C₇−C₂₀ Synthon
  作者：Apsara Gopalarathnam、Scott G. Nelson

  DOI：10.1021/ol051861l

  日期：2006.1.1

  An asymmetric synthesis of a C-7-C-20 synthon of amphidinolide B is described. The synthesis entails the construction of C-7-C-13 and C-14-C-20 fragments and makes extensive use of catalytic asymmetric bond constructions to establish the requisite stereochemical relationships. Fragment coupling proceeds by Suzuki cross-coupling and installs the trisubstituted diene unit that is among amphidinolide B's defining structural features.