(1S-benzyloxymethyl-2-oxodecyl)carbamic acid benzyl ester | 387866-67-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1S-benzyloxymethyl-2-oxodecyl)carbamic acid benzyl ester
• 英文别名: benzyl N-[(2S)-3-oxo-1-phenylmethoxyundecan-2-yl]carbamate
• CAS: 387866-67-3
• 化学式: C₂₆H₃₅NO₄
• 分子量: 425.568
• InChiKey: SNMOZZVHFCADAQ-DEOSSOPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  31
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 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：

  (1S-benzyloxymethyl-2-oxodecyl)carbamic acid benzyl ester 在 lithium tri-t-butoxyaluminum hydride 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以86%的产率得到(1S-benzyloxymethyl-2R-hydroxydecyl)carbamic acid benzyl 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：

  Cbz-O-苄基-L-丝氨酸 在 正丁基锂 、 palladium diacetate 、 sodium hydride 、 三乙胺 、 二异丙胺 、 三苯基膦 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 (1S-benzyloxymethyl-2-oxodecyl)carbamic acid benzyl 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.