N-[(1R)-1-(1,3,3,3-tetramethyl-1-(p-tolyl)disiloxanyl)butyl]acetamide | 1264172-97-5

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: N-[(1R)-1-(1,3,3,3-tetramethyl-1-(p-tolyl)disiloxanyl)butyl]acetamide
• 英文别名: N-[(1R)-1-[methyl-(4-methylphenyl)-trimethylsilyloxysilyl]butyl]acetamide
• CAS: 1264172-97-5
• 化学式: C₁₇H₃₁NO₂Si₂
• 分子量: 337.61
• InChiKey: WDGDAFMEHIXNFM-PLEWWHCXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-[(1R)-1-(1,3,3,3-tetramethyl-1-(p-tolyl)disiloxanyl)butyl]acetamide 在 potassium hydroxide 作用下， 以 water-d2 、 氘代乙腈 为溶剂， 反应 5.0h， 以100%的产率得到N-((1R)-1-(hydroxy(methyl)(p-tolyl)silyl)butyl)acetamide
  参考文献：
  名称：

  Reductive Lithiation of Methyl Substituted Diarylmethylsilanes: Application to Silanediol Peptide Precursors

  摘要：

  Reductive lithiation of methyl-substituted diarylmethylsilanes using lithium naphthalenide represents a practical method for the preparation of the corresponding sillyl lithium reagents. Their addition to chiral sulfinimines affords versatile precursors to silanols and silanediols. The replacement of the currently used diphenylsilane motif by a more labile diarylsilane moiety allows the selective hydrolysis of one or two aryl groups by treatment with TFA.

  DOI：

  10.1021/ol102968g
• 作为产物：
  描述：

  methyldi-p-tolylsilane 在 盐酸 、 甲醇 、 萘 、 lithium 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 68.08h， 生成 N-[(1R)-1-(1,3,3,3-tetramethyl-1-(p-tolyl)disiloxanyl)butyl]acetamide
  参考文献：
  名称：

  Reductive Lithiation of Methyl Substituted Diarylmethylsilanes: Application to Silanediol Peptide Precursors

  摘要：

  Reductive lithiation of methyl-substituted diarylmethylsilanes using lithium naphthalenide represents a practical method for the preparation of the corresponding sillyl lithium reagents. Their addition to chiral sulfinimines affords versatile precursors to silanols and silanediols. The replacement of the currently used diphenylsilane motif by a more labile diarylsilane moiety allows the selective hydrolysis of one or two aryl groups by treatment with TFA.

  DOI：

  10.1021/ol102968g

文献信息

• Reductive Lithiation of Methyl Substituted Diarylmethylsilanes: Application to Silanediol Peptide Precursors
  作者：Dácil Hernández、Rasmus Mose、Troels Skrydstrup

  DOI：10.1021/ol102968g

  日期：2011.2.18

  Reductive lithiation of methyl-substituted diarylmethylsilanes using lithium naphthalenide represents a practical method for the preparation of the corresponding sillyl lithium reagents. Their addition to chiral sulfinimines affords versatile precursors to silanols and silanediols. The replacement of the currently used diphenylsilane motif by a more labile diarylsilane moiety allows the selective hydrolysis of one or two aryl groups by treatment with TFA.