4-methoxyphenyl isopropylcarbamate | 132905-90-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-methoxyphenyl isopropylcarbamate
• 英文别名: (4-methoxyphenyl) N-propan-2-ylcarbamate
• CAS: 132905-90-9
• 化学式: C₁₁H₁₅NO₃
• mdl: MFCD03272758
• 分子量: 209.245
• InChiKey: XPQHGJFWMHAMIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-methoxyphenyl isopropylcarbamate 在 四甲基乙二胺 、 叔丁基二甲硅基三氟甲磺酸酯 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 9.74h， 生成 2-bromo-4-methoxy-6-(trimethylsilyl)phenyl isopropylcarbamate
  参考文献：
  名称：

  A Benzyne Insertion Approach to Hetisine-Type Diterpenoid Alkaloids: Synthesis of Cossonidine (Davisine)

  摘要：

  The hetisine-type natural products exhibit one of the most complex carbon skeletons within the diterpenoid alkaloid family. The use of network analysis has enabled a synthesis strategy to access alkaloids in this class with hydroxylation on the A-ring. Key transformations include a benzyne acyl-alkylation to construct a key fused 6-7-6 tricycle, a chemoselective nitrile reduction, and sequential C-N bond formations using a reductive cyclization and a photochemical hydroamination to construct an embedded azabicycle. Our strategy should enable access to myriad natural and unnatural products within the hetisine-type.

  DOI：

  10.1021/jacs.8b05043
• 作为产物：
  描述：

  4-甲氧基苯酚 在 三乙胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 3.67h， 生成 4-methoxyphenyl isopropylcarbamate
  参考文献：
  名称：

  Patonay, Tamas; Patonay-Peli, Erzsebet; Mogyorodi, Ferenc, Synthetic Communications, 1990, vol. 20, # 18, p. 2865 - 2885

  摘要：

  DOI：

文献信息

• PATONAY, TAMAS;PATONAY-PELI, ERZSEBET;MOGYORODI, FERENC, SYNTH. COMMUN. , 20,(1990) N8, C. 2865-2885
  作者：PATONAY, TAMAS、PATONAY-PELI, ERZSEBET、MOGYORODI, FERENC

  DOI：——

  日期：——
• Patonay, Tamas; Patonay-Peli, Erzsebet; Mogyorodi, Ferenc, Synthetic Communications, 1990, vol. 20, # 18, p. 2865 - 2885
  作者：Patonay, Tamas、Patonay-Peli, Erzsebet、Mogyorodi, Ferenc

  DOI：——

  日期：——
• A Benzyne Insertion Approach to Hetisine-Type Diterpenoid Alkaloids: Synthesis of Cossonidine (Davisine)
  作者：Kevin G. M. Kou、Jason J. Pflueger、Toshihiro Kiho、Louis C. Morrill、Ethan L. Fisher、Kyle Clagg、Terry P. Lebold、Jessica K. Kisunzu、Richmond Sarpong

  DOI：10.1021/jacs.8b05043

  日期：2018.7.5

  The hetisine-type natural products exhibit one of the most complex carbon skeletons within the diterpenoid alkaloid family. The use of network analysis has enabled a synthesis strategy to access alkaloids in this class with hydroxylation on the A-ring. Key transformations include a benzyne acyl-alkylation to construct a key fused 6-7-6 tricycle, a chemoselective nitrile reduction, and sequential C-N bond formations using a reductive cyclization and a photochemical hydroamination to construct an embedded azabicycle. Our strategy should enable access to myriad natural and unnatural products within the hetisine-type.