methyl N-(2-hydroxy-2,2-diphenylethyl)carbamate | 921930-88-3

• 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: methyl N-(2-hydroxy-2,2-diphenylethyl)carbamate
• CAS: 921930-88-3
• 化学式: C₁₆H₁₇NO₃
• 分子量: 271.316
• InChiKey: YWCLPUVHHGIZSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.28
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  58.56
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  methyl N-(2-hydroxy-2,2-diphenylethyl)carbamate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以96%的产率得到2-methylamino-1,1-diphenyl-1-ethanol
  参考文献：
  名称：

  Enantioselective addition of diethylzinc to aldehydes catalyzed by monosubstituted [2.2]paracyclophane-based N,O-ligands: remarkable cooperative effects of planar and central chiralities

  摘要：

  Diastereomeric monosubstituted [2.2]paracyclophane-based N,O-ligands, which unite the planar and central chiral elements, were optimized for the enantio selective diethylzinc addition to aldehydes. (S)-1-{(S-p)-[2.2]Paracyclophan-4-yl} methyl-2-pyrrolidine-alpha,alpha-diphenylmethanol (S-p,S)-3 catalyzed the addition to give (R)-1-phenyl-l-propanol in a high yield and with a good enantio selectivity (91% ee). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.10.040
• 作为产物：
  描述：

  2-(甲氧基羰基氨基)乙酸乙酯 、 phenylmagnesium bromide 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.0h， 以70%的产率得到methyl N-(2-hydroxy-2,2-diphenylethyl)carbamate
  参考文献：
  名称：

  Enantioselective addition of diethylzinc to aldehydes catalyzed by monosubstituted [2.2]paracyclophane-based N,O-ligands: remarkable cooperative effects of planar and central chiralities

  摘要：

  Diastereomeric monosubstituted [2.2]paracyclophane-based N,O-ligands, which unite the planar and central chiral elements, were optimized for the enantio selective diethylzinc addition to aldehydes. (S)-1-{(S-p)-[2.2]Paracyclophan-4-yl} methyl-2-pyrrolidine-alpha,alpha-diphenylmethanol (S-p,S)-3 catalyzed the addition to give (R)-1-phenyl-l-propanol in a high yield and with a good enantio selectivity (91% ee). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.10.040