tert-butyl N-benzyl-N-[(2R)-5-oxo-1-phenylhexan-2-yl]carbamate | 445432-21-3

• 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: tert-butyl N-benzyl-N-[(2R)-5-oxo-1-phenylhexan-2-yl]carbamate
• CAS: 445432-21-3
• 化学式: C₂₄H₃₁NO₃
• 分子量: 381.515
• InChiKey: UYUGBVUGCNGNQE-JOCHJYFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl N-benzyl-N-[(2R)-5-oxo-1-phenylhexan-2-yl]carbamate 、 三甲基硅烷化重氮甲烷 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 tert-butyl N-benzyl-N-[(1R)-1-benzyl-3-methylcyclopent-2-en-1-yl]carbamate
  参考文献：
  名称：

  Scope and limitations of the alkylidene carbene 1,5-CH insertion reactions of α-amino acid-derived substrates

  摘要：

  A range of alpha-amino acid-derived cyclisation precursors were synthesised from suitably protected alpha-amino esters, via a Dibal-H/Wittig/catalytic hydrogenation strategy and each of these was subjected to alkylidene carbene-forming conditions (lithio(trimethylsilyl)diazomethane, THF). The cyclisations proceeded in poor to good yield, with the best cyclisations occurring to produce spirocyclic products. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)00585-3
• 作为产物：
  描述：

  N-benzyl-N-(tert-butoxycarbonyl)-L-phenylalaninal 在 palladium on activated charcoal 氢气 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 tert-butyl N-benzyl-N-[(2R)-5-oxo-1-phenylhexan-2-yl]carbamate
  参考文献：
  名称：

  Scope and limitations of the alkylidene carbene 1,5-CH insertion reactions of α-amino acid-derived substrates

  摘要：

  A range of alpha-amino acid-derived cyclisation precursors were synthesised from suitably protected alpha-amino esters, via a Dibal-H/Wittig/catalytic hydrogenation strategy and each of these was subjected to alkylidene carbene-forming conditions (lithio(trimethylsilyl)diazomethane, THF). The cyclisations proceeded in poor to good yield, with the best cyclisations occurring to produce spirocyclic products. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)00585-3

文献信息

• Scope and limitations of the alkylidene carbene 1,5-CH insertion reactions of α-amino acid-derived substrates
  作者：Renameditswe Mapitse、Christopher J Hayes

  DOI：10.1016/s0040-4039(02)00585-3

  日期：2002.5

  A range of alpha-amino acid-derived cyclisation precursors were synthesised from suitably protected alpha-amino esters, via a Dibal-H/Wittig/catalytic hydrogenation strategy and each of these was subjected to alkylidene carbene-forming conditions (lithio(trimethylsilyl)diazomethane, THF). The cyclisations proceeded in poor to good yield, with the best cyclisations occurring to produce spirocyclic products. (C) 2002 Published by Elsevier Science Ltd.