[(S)-2-Hydroxy-1-methyl-2-(1-oxo-1,2,3,4-tetrahydro-naphthalen-2-yl)-ethyl]-carbamic acid tert-butyl ester | 1026342-74-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: [(S)-2-Hydroxy-1-methyl-2-(1-oxo-1,2,3,4-tetrahydro-naphthalen-2-yl)-ethyl]-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[(2S)-1-hydroxy-1-(1-oxo-3,4-dihydro-2H-naphthalen-2-yl)propan-2-yl]carbamate
• CAS: 1026342-74-4
• 化学式: C₁₈H₂₅NO₄
• 分子量: 319.401
• InChiKey: RBDQFCWNJYPWEJ-QGLTVNCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(S)-2-Hydroxy-1-methyl-2-(1-oxo-1,2,3,4-tetrahydro-naphthalen-2-yl)-ethyl]-carbamic acid tert-butyl ester 在 盐酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 1.67h， 生成 N-(tert-butoxycarbonyl)-2-methyl-1H-benz[g]indole
  参考文献：
  名称：

  A General Synthesis of Pyrroles and Fused Pyrrole Systems from Ketones and Amino Acids

  摘要：

  The lithium enolates of ketones react with BOC-alpha-amino aldehydes and BOC-alpha-amino ketones to afford aldol intermediates that cyclize under acidic conditions to yield pyrroles. The BOC-amino aldehydes and ketones are readily available from ol-amino acids. The method allows incorporation of a wide variety of substituents at any of the five atoms of the pyrrole ring and is also suitable for the preparation of fused pyrrole systems.

  DOI：

  10.1021/jo960401q
• 作为产物：
  描述：

  Boc-L-丙氨醛 、 3,4-二氢-1(2H)-萘酮 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 [(S)-2-Hydroxy-1-methyl-2-(1-oxo-1,2,3,4-tetrahydro-naphthalen-2-yl)-ethyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  A General Synthesis of Pyrroles and Fused Pyrrole Systems from Ketones and Amino Acids

  摘要：

  The lithium enolates of ketones react with BOC-alpha-amino aldehydes and BOC-alpha-amino ketones to afford aldol intermediates that cyclize under acidic conditions to yield pyrroles. The BOC-amino aldehydes and ketones are readily available from ol-amino acids. The method allows incorporation of a wide variety of substituents at any of the five atoms of the pyrrole ring and is also suitable for the preparation of fused pyrrole systems.

  DOI：

  10.1021/jo960401q