(E)-(S)-4-[(Acetylamino-methyl)-tert-butoxycarbonyl-amino]-6-methyl-hept-2-enoic acid methyl ester | 873583-58-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-(S)-4-[(Acetylamino-methyl)-tert-butoxycarbonyl-amino]-6-methyl-hept-2-enoic acid methyl ester
• CAS: 873583-58-5
• 化学式: C₁₇H₃₀N₂O₅
• 分子量: 342.436
• InChiKey: HXWYSSMGNJMZNQ-MYSGNRETSA-N

物化性质

• 沸点：
  477.9±45.0 °C(Predicted)
• 密度：
  1.057±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.46
• 重原子数：
  24.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  84.94
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (E)-(S)-4-[(Acetylamino-methyl)-tert-butoxycarbonyl-amino]-6-methyl-hept-2-enoic acid methyl ester 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以78%的产率得到
  参考文献：
  名称：

  Application of the N-hydroxymethyl group to the stereoselective synthesis of (3S,4S)-3-aminodeoxystatine derivatives

  摘要：

  Stereo selective synthesis of two 3-aminodeoxystatine derivatives was achieved. Chiral gamma-amino-alpha,beta-unsaturated esters containing an N-aminomethyl group undergo the stereoselective conjugate addition with an internal carbamate or amide nitrogen nucleophile. The diastereoselectivity was about 10:1 by H-1 NMR. Thus, the 3-aminodeoxystatine derivatives were prepared from commercially available N-Boc-L-leucine in nine steps in overall yields of 26% and 20% for the benzyl carbamate and the acetamide derivatives, respectively. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.10.018
• 作为产物：
  描述：

  (E)-(S)-4-(Acetoxymethyl-tert-butoxycarbonyl-amino)-6-methyl-hept-2-enoic acid methyl ester 、 乙酰胺 在 4-甲基苯磺酸吡啶 作用下， 以83%的产率得到(E)-(S)-4-[(Acetylamino-methyl)-tert-butoxycarbonyl-amino]-6-methyl-hept-2-enoic acid methyl ester
  参考文献：
  名称：

  Application of the N-hydroxymethyl group to the stereoselective synthesis of (3S,4S)-3-aminodeoxystatine derivatives

  摘要：

  Stereo selective synthesis of two 3-aminodeoxystatine derivatives was achieved. Chiral gamma-amino-alpha,beta-unsaturated esters containing an N-aminomethyl group undergo the stereoselective conjugate addition with an internal carbamate or amide nitrogen nucleophile. The diastereoselectivity was about 10:1 by H-1 NMR. Thus, the 3-aminodeoxystatine derivatives were prepared from commercially available N-Boc-L-leucine in nine steps in overall yields of 26% and 20% for the benzyl carbamate and the acetamide derivatives, respectively. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.10.018