(2S,3R)-2-amino-4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1-phenyl-undecan-3-ol | 1005772-11-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (2S,3R)-2-amino-4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1-phenyl-undecan-3-ol
• 英文别名: (2S,3R)-2-amino-3-perfluorooctyl-1-phenylpropan-3-ol；(2S,3R)-2-amino-4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1-phenylundecan-3-ol
• CAS: 1005772-11-1
• 化学式: C₁₇H₁₂F₁₇NO
• 分子量: 569.261
• InChiKey: NBEYOPSJYWFTBG-DTWKUNHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  36
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  吡啶-2-甲醛 、 (2S,3R)-2-amino-4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1-phenyl-undecan-3-ol 在 magnesium sulfate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Syntheses of chiral β-amino α-perfluoroalkylpropanol derivatives

  摘要：

  Chiral P-amino alpha-perfluoroalkylpropanol derivatives were synthesized from N-BOC-L-phenylalanine methyl ester by substitution of the methoxy group into the corresponding perfluoroalkyl chain, followed by reduction and deprotection. Among them, a Schiff base prepared by condensation of (2S,3S)-2-amino-3-perfluorooctyl-1-phenylpropan-3-ol, (2S,3S)-1, and 1-naphthaldehyde catalyzed the asymmetric ethyl addition reaction of diethylzinc with the aldehyde to afford the product up to 93% ee. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.11.011
• 作为产物：
  描述：

  (S)-(1-benzyl-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-2-oxo-decyl)-carbamic acid tert-butyl ester 在 sodium tetrahydroborate 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.5h， 以0.87 g的产率得到(2S,3R)-2-amino-4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1-phenyl-undecan-3-ol
  参考文献：
  名称：

  Syntheses of chiral β-amino α-perfluoroalkylpropanol derivatives

  摘要：

  Chiral P-amino alpha-perfluoroalkylpropanol derivatives were synthesized from N-BOC-L-phenylalanine methyl ester by substitution of the methoxy group into the corresponding perfluoroalkyl chain, followed by reduction and deprotection. Among them, a Schiff base prepared by condensation of (2S,3S)-2-amino-3-perfluorooctyl-1-phenylpropan-3-ol, (2S,3S)-1, and 1-naphthaldehyde catalyzed the asymmetric ethyl addition reaction of diethylzinc with the aldehyde to afford the product up to 93% ee. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.11.011