tert-butyl N-methyl-N-(1-methylidene-4-oxonaphthalen-2-yl)carbamate | 157528-17-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: tert-butyl N-methyl-N-(1-methylidene-4-oxonaphthalen-2-yl)carbamate
• CAS: 157528-17-1
• 化学式: C₁₇H₁₉NO₃
• 分子量: 285.343
• InChiKey: DTNULYATSKLMIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲醇 、 tert-butyl N-methyl-N-(1-methylidene-4-oxonaphthalen-2-yl)carbamate 反应 0.02h， 以80%的产率得到3--4-(methoxymethyl)-1-naphthol
  参考文献：
  名称：

  p-Quinonemethide Analog of the CC-1065 and Duocarmycin Alkylation Subunits

  摘要：

  The synthesis and preliminary evaluation of 10 and 11, stable precursors to the inherently reactive but isolable p-quinonemethide analog 9 of the CC-1065 and duocarmycin alkylation subunits, are detailed. The p-quinonemethide 9, while reactive (t(1/2) < 1 min, CH3OH), represents one of the few unsubstituted quinonemethides sufficiently stable for isolation and characterization. The structural origin of this stability and the ramifications of the observations on the origin of the stability of the CC-1065 and duocarmycin alkylation subunits are discussed.

  DOI：

  10.1021/jo00096a043
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 N-氯代丁二酰亚胺 、 三苯基膦 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 为溶剂， 反应 2.0h， 生成 tert-butyl N-methyl-N-(1-methylidene-4-oxonaphthalen-2-yl)carbamate
  参考文献：
  名称：

  p-Quinonemethide Analog of the CC-1065 and Duocarmycin Alkylation Subunits

  摘要：

  The synthesis and preliminary evaluation of 10 and 11, stable precursors to the inherently reactive but isolable p-quinonemethide analog 9 of the CC-1065 and duocarmycin alkylation subunits, are detailed. The p-quinonemethide 9, while reactive (t(1/2) < 1 min, CH3OH), represents one of the few unsubstituted quinonemethides sufficiently stable for isolation and characterization. The structural origin of this stability and the ramifications of the observations on the origin of the stability of the CC-1065 and duocarmycin alkylation subunits are discussed.

  DOI：

  10.1021/jo00096a043