(3S,7S,8aR)-8a-methyl-3-phenyl-7-prop-2-enyl-3,6,7,8-tetrahydro-2H-[1,3]oxazolo[3,2-a]pyridin-5-one | 258286-09-8

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: (3S,7S,8aR)-8a-methyl-3-phenyl-7-prop-2-enyl-3,6,7,8-tetrahydro-2H-[1,3]oxazolo[3,2-a]pyridin-5-one
• CAS: 258286-09-8
• 化学式: C₁₇H₂₁NO₂
• 分子量: 271.359
• InChiKey: ABPGHWGVZKBVIN-FRFSOERESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.29
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (3S,7S,8aR)-8a-methyl-3-phenyl-7-prop-2-enyl-3,6,7,8-tetrahydro-2H-[1,3]oxazolo[3,2-a]pyridin-5-one 在 palladium dihydroxide 、 氢气 、 红铝 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 20.0 ℃ 、482.63 kPa 条件下， 生成
  参考文献：
  名称：

  Synthesis of enantiomerically pure cis-2,4-disubstituted piperidines: extension of chiral homoenolate alkylations toward the preparation of nitrogen heterocycles

  摘要：

  Enantiomerically pure cis-2,4-disubstituted piperidines were synthesized from chiral thiolactam 2 in six steps via a highly diastereoselective homoenolate alkylation which set the stereochemistry at the C4 carbon. In addition, two cleavage methods were used to cleave the lactam to the desired piperidines with a high level of diastereoselection at the newly created C2 stereocenter. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01784-0
• 作为产物：
  描述：

  (3S,8aR)-8a-methyl-3-phenyl-3,6,7,8-tetrahydro-2H-[1,3]oxazolo[3,2-a]pyridine-5-thione 在 六甲基磷酰三胺 、 2,2,6,6-tetramethylpiperidinyl-lithium 、 triethyloxonium fluoroborate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (3S,7S,8aR)-8a-methyl-3-phenyl-7-prop-2-enyl-3,6,7,8-tetrahydro-2H-[1,3]oxazolo[3,2-a]pyridin-5-one
  参考文献：
  名称：

  Synthesis of enantiomerically pure cis-2,4-disubstituted piperidines: extension of chiral homoenolate alkylations toward the preparation of nitrogen heterocycles

  摘要：

  Enantiomerically pure cis-2,4-disubstituted piperidines were synthesized from chiral thiolactam 2 in six steps via a highly diastereoselective homoenolate alkylation which set the stereochemistry at the C4 carbon. In addition, two cleavage methods were used to cleave the lactam to the desired piperidines with a high level of diastereoselection at the newly created C2 stereocenter. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01784-0