(4R,5S)-5-tert-Butoxycarbonylamino-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-heptanoic acid ethyl ester | 908129-93-1

• 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: (4R,5S)-5-tert-Butoxycarbonylamino-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-heptanoic acid ethyl ester
• CAS: 908129-93-1
• 化学式: C₂₁H₄₃NO₅Si
• 分子量: 417.662
• InChiKey: JUHSYERRSZZPRH-AEFFLSMTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.27
• 重原子数：
  28.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  73.86
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (4R,5S)-5-tert-Butoxycarbonylamino-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-heptanoic acid ethyl ester 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 [(S)-2-Methyl-1-((R)-5-oxo-tetrahydro-furan-2-yl)-propyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Diastereoselective syntheses of 2-amino propargyl alcohols. Chiral building blocks for enantiopure amino γ-lactones and 5-hydroxy-piperidinone derivatives

  摘要：

  alpha-Dibenzylamino aldehydes, derived from the corresponding natural alpha-amino acids, react with metal acetylides to yield anti-amino propargyl alcohols in good yield and diastereomeric excess. syn Amino alcohols are prepared from the. anti diastereo-isomers and all of them are elaborated in few steps to enantiopure amino lactones and hydroxy-piperidin-2-ones. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.131
• 作为产物：
  描述：

  (3R,4S)-4-(dibenzylamino)-5-methylhex-1-yn-3-ol 在 palladium dihydroxide 咪唑 、 正丁基锂 、 氢气 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (4R,5S)-5-tert-Butoxycarbonylamino-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-heptanoic acid ethyl ester
  参考文献：
  名称：

  Diastereoselective syntheses of 2-amino propargyl alcohols. Chiral building blocks for enantiopure amino γ-lactones and 5-hydroxy-piperidinone derivatives

  摘要：

  alpha-Dibenzylamino aldehydes, derived from the corresponding natural alpha-amino acids, react with metal acetylides to yield anti-amino propargyl alcohols in good yield and diastereomeric excess. syn Amino alcohols are prepared from the. anti diastereo-isomers and all of them are elaborated in few steps to enantiopure amino lactones and hydroxy-piperidin-2-ones. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.131