(R)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-(((9Hfluoren-9-yl)methoxy)carbonyl)amino-3-phenylpropanoate | 1086452-13-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (R)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-(((9Hfluoren-9-yl)methoxy)carbonyl)amino-3-phenylpropanoate
• 英文别名: [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] (2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenylpropanoate
• CAS: 1086452-13-2
• 化学式: C₃₄H₃₉NO₄
• 分子量: 525.688
• InChiKey: SFDDBGPLXSHYMT-LPOMREIJSA-N

物化性质

• 熔点：
  86-89 °C
• 沸点：
  674.1±50.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-(((9Hfluoren-9-yl)methoxy)carbonyl)amino-3-phenylpropanoate 在 三氟乙酸 作用下， 反应 0.2h， 以85%的产率得到Fmoc-D-苯丙氨酸
  参考文献：
  名称：

  Convenient Synthetic Route to an Enantiomerically Pure FMOC α-Amino Acid

  摘要：

  A strategy for the facile alpha-amination of carboxylic acid menthyl esters is described. The resulting diastereomers, readily separable, can be individually carried on to each enantiomer of the FMOC alpha-amino acid. A variety of unnatural side chains were compatible with this approach. The menthyl ester was easily removed from the FMOC alpha-amino acid without racermization.

  DOI：

  10.1021/jo801781v
• 作为产物：
  描述：

  L-薄荷醇 、 Fmoc-D-苯丙氨酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以88%的产率得到(R)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-(((9Hfluoren-9-yl)methoxy)carbonyl)amino-3-phenylpropanoate
  参考文献：
  名称：

  Convenient Synthetic Route to an Enantiomerically Pure FMOC α-Amino Acid

  摘要：

  A strategy for the facile alpha-amination of carboxylic acid menthyl esters is described. The resulting diastereomers, readily separable, can be individually carried on to each enantiomer of the FMOC alpha-amino acid. A variety of unnatural side chains were compatible with this approach. The menthyl ester was easily removed from the FMOC alpha-amino acid without racermization.

  DOI：

  10.1021/jo801781v

文献信息

• Convenient Synthetic Route to an Enantiomerically Pure FMOC α-Amino Acid
  作者：Douglass F. Taber、James F. Berry、Timothy J. Martin

  DOI：10.1021/jo801781v

  日期：2008.12.5

  A strategy for the facile alpha-amination of carboxylic acid menthyl esters is described. The resulting diastereomers, readily separable, can be individually carried on to each enantiomer of the FMOC alpha-amino acid. A variety of unnatural side chains were compatible with this approach. The menthyl ester was easily removed from the FMOC alpha-amino acid without racermization.