Ethenesulfonic acid furan-2-ylmethyl-((S)-1-phenyl-ethyl)-amide | 477788-34-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Ethenesulfonic acid furan-2-ylmethyl-((S)-1-phenyl-ethyl)-amide
• 英文别名: N-(furan-2-ylmethyl)-N-[(1S)-1-phenylethyl]ethenesulfonamide
• CAS: 477788-34-4
• 化学式: C₁₅H₁₇NO₃S
• 分子量: 291.371
• InChiKey: YEPVTPXONUKDQP-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  58.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Ethenesulfonic acid furan-2-ylmethyl-((S)-1-phenyl-ethyl)-amide 以 二氯甲烷 为溶剂， 20.0 ℃ 、1299.99 MPa 条件下， 反应 14.0h， 生成 (1R,5R,7S)-3-((S)-1-Phenyl-ethyl)-10-oxa-4-thia-3-aza-tricyclo[5.2.1.0^1,5]dec-8-ene 4,4-dioxide 、 (1S,5S,7R)-3-((S)-1-Phenyl-ethyl)-10-oxa-4-thia-3-aza-tricyclo[5.2.1.0^1,5]dec-8-ene 4,4-dioxide
  参考文献：
  名称：

  Preparation of enantiopure sultams by intramolecular Diels–Alder reaction of furan-containing vinylsulfonamides

  摘要：

  Enantiomerically pure delta- and gamma-sultams have been prepared by intramolecular [4+2] cycloaddition of N-1-phenylethyl substituted vinylsulforiamides with purely thermal activation and under high pressure, An optimized procedure for reductive debenzylation of the resultant delta-sultams is also reported. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00912-7
• 作为产物：
  描述：

  (S)-N-2-furylmethylidene-1-phenylethylamine 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 8.0h， 生成 Ethenesulfonic acid furan-2-ylmethyl-((S)-1-phenyl-ethyl)-amide
  参考文献：
  名称：

  Preparation of enantiopure sultams by intramolecular Diels–Alder reaction of furan-containing vinylsulfonamides

  摘要：

  Enantiomerically pure delta- and gamma-sultams have been prepared by intramolecular [4+2] cycloaddition of N-1-phenylethyl substituted vinylsulforiamides with purely thermal activation and under high pressure, An optimized procedure for reductive debenzylation of the resultant delta-sultams is also reported. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00912-7

文献信息

• Preparation of enantiopure sultams by intramolecular Diels–Alder reaction of furan-containing vinylsulfonamides
  作者：Viktor O. Rogatchov、Heiko Bernsmann、Pia Schwab、Roland Fröhlich、Birgit Wibbeling、Peter Metz

  DOI：10.1016/s0040-4039(02)00912-7

  日期：2002.7

  Enantiomerically pure delta- and gamma-sultams have been prepared by intramolecular [4+2] cycloaddition of N-1-phenylethyl substituted vinylsulforiamides with purely thermal activation and under high pressure, An optimized procedure for reductive debenzylation of the resultant delta-sultams is also reported. (C) 2002 Elsevier Science Ltd. All rights reserved.