(1S)-cyclohex-3-eneacetonitril | 290310-95-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (1S)-cyclohex-3-eneacetonitril
• 英文别名: 2-[(1S)-cyclohex-3-en-1-yl]acetonitrile
• CAS: 290310-95-1
• 化学式: C₈H₁₁N
• 分子量: 121.182
• InChiKey: DTAVQLQPRZSLID-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (1S)-cyclohex-3-eneacetonitril 在 Raney-Cu 水 作用下， 以 二甲基亚砜 为溶剂， 反应 17.0h， 以88%的产率得到(1S)-cyclohex-3-eneacetamide
  参考文献：
  名称：

  摘要：

  Cyclic nucreo-delta-amino acids that constitute monomers of a conformationally constrained nucleo-delta-peptide base-pairing system have been prepared. Their synthesis starts with an enantioselectively catalyzed chirogenic Diels-Alder reaction, proceeds via a regioselective epsilon-iodolactamization process, and ends with a regio- as well as diastereoselective introduction of nucleobases through S(N)2-type opening of a transiently formed N-acylaziridine ring. Extensive use of X-ray crystal-structure analysis has been made to support structure assignments.

  DOI：

  10.1002/1522-2675(20000607)83:6<1049::aid-hlca1049>3.0.co;2-1
• 作为产物：
  描述：

  (1S)-3-[(cyclohex-3-en-1-yl)-carbonyl]-1,3-oxazolidin-2-one 在 lithium aluminium tetrahydride 、 magnesium 作用下， 以 四氢呋喃 、 吡啶 、 乙醚 、 二甲基亚砜 为溶剂， 反应 5.75h， 生成 (1S)-cyclohex-3-eneacetonitril
  参考文献：
  名称：

  摘要：

  Cyclic nucreo-delta-amino acids that constitute monomers of a conformationally constrained nucleo-delta-peptide base-pairing system have been prepared. Their synthesis starts with an enantioselectively catalyzed chirogenic Diels-Alder reaction, proceeds via a regioselective epsilon-iodolactamization process, and ends with a regio- as well as diastereoselective introduction of nucleobases through S(N)2-type opening of a transiently formed N-acylaziridine ring. Extensive use of X-ray crystal-structure analysis has been made to support structure assignments.

  DOI：

  10.1002/1522-2675(20000607)83:6<1049::aid-hlca1049>3.0.co;2-1

文献信息

• ——
  作者：Gunter Karig、Andreas Fuchs、Arne Büsing、Tilmann Brandstetter、Stefan Scherer、Jan W. Bats、Albert Eschenmoser、Gerhard Quinkert

  DOI：10.1002/1522-2675(20000607)83:6<1049::aid-hlca1049>3.0.co;2-1

  日期：2000.6.7

  Cyclic nucreo-delta-amino acids that constitute monomers of a conformationally constrained nucleo-delta-peptide base-pairing system have been prepared. Their synthesis starts with an enantioselectively catalyzed chirogenic Diels-Alder reaction, proceeds via a regioselective epsilon-iodolactamization process, and ends with a regio- as well as diastereoselective introduction of nucleobases through S(N)2-type opening of a transiently formed N-acylaziridine ring. Extensive use of X-ray crystal-structure analysis has been made to support structure assignments.