[(4R,5R,9R)-9-(2,2-dimethylpropanoylamino)spiro[4.4]nonan-4-yl] (1R,2S,4S)-spiro[bicyclo[2.2.2]oct-5-ene-3,1'-cyclopropane]-2-carboxylate | 1001329-95-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [(4R,5R,9R)-9-(2,2-dimethylpropanoylamino)spiro[4.4]nonan-4-yl] (1R,2S,4S)-spiro[bicyclo[2.2.2]oct-5-ene-3,1'-cyclopropane]-2-carboxylate
• CAS: 1001329-95-8
• 化学式: C₂₅H₃₇NO₃
• 分子量: 399.574
• InChiKey: YUBXYXIGWWZQEV-LREXCFAISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  [(4R,5R,9R)-9-(2,2-dimethylpropanoylamino)spiro[4.4]nonan-4-yl] 2-cyclopropylideneacetate 、 1,3-环己二烯 在 4 A molecular sieve 、 甲基二氯化铝 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以20%的产率得到[(4R,5R,9R)-9-(2,2-dimethylpropanoylamino)spiro[4.4]nonan-4-yl] (1R,2S,4S)-spiro[bicyclo[2.2.2]oct-5-ene-3,1'-cyclopropane]-2-carboxylate
  参考文献：
  名称：

  Diastereoselective Diels−Alder Reactions of a Novel Cyclopropenyl-Containing Chiral Auxiliary

  摘要：

  A novel cyclopropenyl-containing 1,3-spiroaminoalcohol auxiliary has been used in a variety of asymmetric Diels-Alder reactions providing endo adducts with diastereomeric ratios ranging from 2:1 up to >99:1. In addition, unexpected regiochemistry was observed for a Diels-Alder reaction between cyclopropenyl dienophile and 4-vinyl-1,2-dihydronapthalene.

  DOI：

  10.1021/ol702280q

文献信息

• Diastereoselective Diels−Alder Reactions of a Novel Cyclopropenyl-Containing Chiral Auxiliary
  作者：Jeff R. Henderson、Masood Parvez、Brian A. Keay

  DOI：10.1021/ol702280q

  日期：2007.12.1

  A novel cyclopropenyl-containing 1,3-spiroaminoalcohol auxiliary has been used in a variety of asymmetric Diels-Alder reactions providing endo adducts with diastereomeric ratios ranging from 2:1 up to >99:1. In addition, unexpected regiochemistry was observed for a Diels-Alder reaction between cyclopropenyl dienophile and 4-vinyl-1,2-dihydronapthalene.