(S)-tert-butyl 1-(2-carbamoylphenylamino)-3-methyl-1-oxobutan-2-ylcarbamate | 1312716-38-3

• 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: (S)-tert-butyl 1-(2-carbamoylphenylamino)-3-methyl-1-oxobutan-2-ylcarbamate
• 英文别名: tert-butyl N-[(2S)-1-(2-carbamoylanilino)-3-methyl-1-oxobutan-2-yl]carbamate
• CAS: 1312716-38-3
• 化学式: C₁₇H₂₅N₃O₄
• 分子量: 335.403
• InChiKey: QFOLSTBASBHAHP-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  111
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-tert-butyl 1-(2-carbamoylphenylamino)-3-methyl-1-oxobutan-2-ylcarbamate 在 N,N-二乙基苯胺 、 sodium hydroxide 、 三氯氧磷 作用下， 以 乙醇 、 水 、 苯 为溶剂， 反应 1.08h， 生成 (S)-tert-butyl 1-(4-chloroquinazolin-2-yl)-2-methylpropylcarbamate
  参考文献：
  名称：

  Synthesis and asymmetric catalytic activity of (1S,1′S)-4,4′-biquinazoline-based primary amines

  摘要：

  A series of (1S,1'S)-4,4'-biquinazoline-based primary amines were prepared from natural amino acids via a six-step reaction sequence of protection and condensation followed by key synthetic steps including chlorination, nickel(0)-mediated homocoupling, and deprotection. These novel amines were screened for the asymmetric ethylation of aryl aldehydes to yield alcohols with an (S)-configuration with enantiomeric excesses (ee) varying from 2% to 95%. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.01.009
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 sodium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 12.67h， 生成 (S)-tert-butyl 1-(2-carbamoylphenylamino)-3-methyl-1-oxobutan-2-ylcarbamate
  参考文献：
  名称：

  Synthesis and asymmetric catalytic activity of (1S,1′S)-4,4′-biquinazoline-based primary amines

  摘要：

  A series of (1S,1'S)-4,4'-biquinazoline-based primary amines were prepared from natural amino acids via a six-step reaction sequence of protection and condensation followed by key synthetic steps including chlorination, nickel(0)-mediated homocoupling, and deprotection. These novel amines were screened for the asymmetric ethylation of aryl aldehydes to yield alcohols with an (S)-configuration with enantiomeric excesses (ee) varying from 2% to 95%. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.01.009

文献信息

• Synthesis and asymmetric catalytic activity of (1S,1′S)-4,4′-biquinazoline-based primary amines
  作者：Murat Cakici、Mustafa Catir、Semistan Karabuga、Sabri Ulukanli、Hamdullah Kilic

  DOI：10.1016/j.tetasy.2011.01.009

  日期：2011.2

  A series of (1S,1'S)-4,4'-biquinazoline-based primary amines were prepared from natural amino acids via a six-step reaction sequence of protection and condensation followed by key synthetic steps including chlorination, nickel(0)-mediated homocoupling, and deprotection. These novel amines were screened for the asymmetric ethylation of aryl aldehydes to yield alcohols with an (S)-configuration with enantiomeric excesses (ee) varying from 2% to 95%. (C) 2011 Elsevier Ltd. All rights reserved.