2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionyl]-nonanoic acid allyl ester | 1026305-42-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionyl]-nonanoic acid allyl ester
• 英文别名: prop-2-enyl 2-[(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenylpropanoyl]nonanoate
• CAS: 1026305-42-9
• 化学式: C₃₆H₄₁NO₅
• 分子量: 567.725
• InChiKey: SJAJSUUGKOKAKJ-STJUJJKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  42
• 可旋转键数：
  18
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  81.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionyl]-nonanoic acid allyl ester 在 palladium diacetate 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以785 mg的产率得到(1S-benzyl-2-oxodecyl)carbamic acid 9H-fluoren-9-ylmethyl ester
  参考文献：
  名称：

  Highly Stereoselective Syntheses of syn- and anti-1,2-Amino Alcohols

  摘要：

  The reduction of N-protected amino ketones can be carried stereoselectively to produce either the syn- or anti-amino alcohol diastereomer. Carbamate-protected amino ketones can be reduced predictably and selectively to anti-amino alcohols with LiAlH(O-t-BU)(3) in ethanol at -78 degreesC. N-Trityl-protected amino ketones can be reduced selectively to syn-amino alcohols with LiAlH(O-t-Bu)(3) in THF at -5 degreesC.

  DOI：

  10.1021/jo010270f
• 作为产物：
  描述：

  乙酸烯丙酯 在 正丁基锂 、 sodium hydride 、 二异丙胺 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionyl]-nonanoic acid allyl ester
  参考文献：
  名称：

  Highly Stereoselective Syntheses of syn- and anti-1,2-Amino Alcohols

  摘要：

  The reduction of N-protected amino ketones can be carried stereoselectively to produce either the syn- or anti-amino alcohol diastereomer. Carbamate-protected amino ketones can be reduced predictably and selectively to anti-amino alcohols with LiAlH(O-t-BU)(3) in ethanol at -78 degreesC. N-Trityl-protected amino ketones can be reduced selectively to syn-amino alcohols with LiAlH(O-t-Bu)(3) in THF at -5 degreesC.

  DOI：

  10.1021/jo010270f

文献信息

• Highly Stereoselective Syntheses of <i>s</i><i>yn-</i> and <i>a</i><i>nti</i>-1,2-Amino Alcohols
  作者：Robert V. Hoffman、Najib Maslouh、Francisco Cervantes-Lee

  DOI：10.1021/jo010270f

  日期：2002.2.1

  The reduction of N-protected amino ketones can be carried stereoselectively to produce either the syn- or anti-amino alcohol diastereomer. Carbamate-protected amino ketones can be reduced predictably and selectively to anti-amino alcohols with LiAlH(O-t-BU)(3) in ethanol at -78 degreesC. N-Trityl-protected amino ketones can be reduced selectively to syn-amino alcohols with LiAlH(O-t-Bu)(3) in THF at -5 degreesC.