1-<3-<(tert-butoxycarbonyl)amino>propyl>-2-(2-hydroxyisopropyl)cyclopentene | 132564-20-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-<3-<(tert-butoxycarbonyl)amino>propyl>-2-(2-hydroxyisopropyl)cyclopentene
• 英文别名: tert-butyl N-[3-[2-(2-hydroxypropan-2-yl)cyclopenten-1-yl]propyl]carbamate
• CAS: 132564-20-6
• 化学式: C₁₆H₂₉NO₃
• 分子量: 283.411
• InChiKey: LLJFEVZLBFYBCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-<3-<(tert-butoxycarbonyl)amino>propyl>-2-(2-hydroxyisopropyl)cyclopentene 在 对甲苯磺酸 二甲基硫 、 臭氧 作用下， 以 苯 为溶剂， 反应 3.08h， 生成 1-aza-1-(tert-butoxycarbonyl)spiro<4.4>nonan-6-one
  参考文献：
  名称：

  A Friedel-Crafts cyclization approach toward cephalotaxine

  摘要：

  The 1-azaspiro[4.4]nonane portion 11 of cephalotaxine was prepared via an intramolecular S(N)2' substitution reaction followed by ozonolysis; condensation of 11 with the aromatic portion 13 gave compound 15; a Friedel-Crafts cyclization of 15 in polyphosphoric acid smoothly afforded the cephalotaxine skeleton 16. A single-crystal X-ray analysis of the HCl salt of 16 confirmed the structure of 16.

  DOI：

  10.1021/jo00008a023
• 作为产物：
  描述：

  甲基锂 、 2-(tert-butoxycarbonyl)-3,4,5,6,7,8-hexahydrocyclopentaazepin-1(2H)-one 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 1-<3-<(tert-butoxycarbonyl)amino>propyl>-2-(2-hydroxyisopropyl)cyclopentene
  参考文献：
  名称：

  A Friedel-Crafts cyclization approach toward cephalotaxine

  摘要：

  The 1-azaspiro[4.4]nonane portion 11 of cephalotaxine was prepared via an intramolecular S(N)2' substitution reaction followed by ozonolysis; condensation of 11 with the aromatic portion 13 gave compound 15; a Friedel-Crafts cyclization of 15 in polyphosphoric acid smoothly afforded the cephalotaxine skeleton 16. A single-crystal X-ray analysis of the HCl salt of 16 confirmed the structure of 16.

  DOI：

  10.1021/jo00008a023

文献信息

• SHA, CHIN-KANG;YOUNG, JENN-JONG;YEH, CHUN-PONG;CHANG, SHANG-CHIA;WANG, SU+, J. ORG. CHEM., 56,(1991) N, C. 2694-2696
  作者：SHA, CHIN-KANG、YOUNG, JENN-JONG、YEH, CHUN-PONG、CHANG, SHANG-CHIA、WANG, SU+

  DOI：——

  日期：——
• A Friedel-Crafts cyclization approach toward cephalotaxine
  作者：Chin Kang Sha、Jenn Jong Young、Chun Pong Yeh、Shang Chia Chang、Sue Lein Wang

  DOI：10.1021/jo00008a023

  日期：1991.4

  The 1-azaspiro[4.4]nonane portion 11 of cephalotaxine was prepared via an intramolecular S(N)2' substitution reaction followed by ozonolysis; condensation of 11 with the aromatic portion 13 gave compound 15; a Friedel-Crafts cyclization of 15 in polyphosphoric acid smoothly afforded the cephalotaxine skeleton 16. A single-crystal X-ray analysis of the HCl salt of 16 confirmed the structure of 16.