1-((1R,5R)-3-amino-6,6-dimethylbicyclo[3.1.0]hex-2-en-2-yl)ethanone

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 乙烯基酰胺
• 英文名称: 1-((1R,5R)-3-amino-6,6-dimethylbicyclo[3.1.0]hex-2-en-2-yl)ethanone
• 英文别名: 1-[(1S,5R)-3-Amino-6,6-dimethylbicyclo[3.1.0]hex-2-en-2-yl]ethanone；1-[(1S,5R)-3-amino-6,6-dimethyl-2-bicyclo[3.1.0]hex-2-enyl]ethanone
• 化学式: C₁₀H₁₅NO
• 分子量: 165.235
• InChiKey: ATRIWDXNPRKJRB-HZGVNTEJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-((1R,5R)-3-amino-6,6-dimethylbicyclo[3.1.0]hex-2-en-2-yl)ethanone 在 吡啶 、 盐酸 、 氯化亚砜 、 盐酸羟胺 、 sodium acetate 作用下， 以 甲醇 、 苯 为溶剂， 反应 31.0h， 生成 (1R,2R,6S,8R)-6-chloro-3,9,9-trimethyl-5-oxa-4-azatricyclo<6.1.0.0^2,6>non-3-ene
  参考文献：
  名称：

  Synthesis of new chiral heterocycles of the pyrazole and 2-isoxazoline types from (+)-3-carene.

  摘要：

  Preparation of chiral heterocyclic compounds of the pyrazole and 2-isoxazoline types starting from natural monoterpene hydrocarbon (+)-3-carene is described. Stereochemical assignment of the compounds synthesized is made by NMR spectroscopy and X-ray analysis together with the data obtained by molecular mechanics and quantum chemical calculations.

  DOI：

  10.1016/s0957-4166(00)86220-5

文献信息

• Synthesis of new chiral N-substituted fused pyrazoles and pyrazolinols
  作者：Sergey A. Popov、Makhmut M. Shakirov、Alexey V. Tkachev、Norbert De Kimpe

  DOI：10.1016/s0040-4020(97)10239-3

  日期：1997.12

  Treatment of beta-diketones and the corresponding beta-enaminoketones, having modified carane (2-ethyl-6,6-dimethylbicyclo[3.1.0]hexane) and p-menthane (3-ethyl-1-isopropylcyclopentane) skeletons, with aryl-and alkylhydrazines results in regioselective formation of N-substituted pyrazoles or stable pyrazolinols depending on the nature of the substituent at the hydrazine nitrogen. (C) 1997 Elsevier Science Ltd.
• New chiral agents for resolution of racemic cis-permethric and cis-Z-cyhalothric acids
  作者：Sergey A. Popov、Alexey V. Tkachev

  DOI：10.1016/0957-4166(95)00112-3

  日期：1995.4

  Resolution of racemic pyrethroid acids (cis-permethric and cis-Z-cyhalothric) using stable optically active amines derived from natural monoterpene (+)-3-carene and prepartion of optically active esters of the pyrethroid acids are described.
• Tkachev; Popov, Russian Journal of Organic Chemistry, 1997, vol. 33, # 5, p. 601 - 606
  作者：Tkachev、Popov

  DOI：——

  日期：——