2-((S)-1-Phenyl-ethyl)-2,3-dihydro-isothiazole 1,1-dioxide | 350506-88-6

• 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: 2-((S)-1-Phenyl-ethyl)-2,3-dihydro-isothiazole 1,1-dioxide
• 英文别名: 2-[(1S)-1-phenylethyl]-3H-1,2-thiazole 1,1-dioxide
• CAS: 350506-88-6
• 化学式: C₁₁H₁₃NO₂S
• 分子量: 223.296
• InChiKey: WRMQGYALQVAIKK-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲酸 、 2-((S)-1-Phenyl-ethyl)-2,3-dihydro-isothiazole 1,1-dioxide 生成
  参考文献：
  名称：

  Synthesis and Diels–Alder reactions of α,β-unsaturated-γ-sultams

  摘要：

  An efficient synthesis of prop-1-ene 1,3-sultam 4 and its Diels-Alder reactions is reported. Sultams are also prepared as chiral auxiliaries for asymmetric transformations. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00313-6
• 作为产物：
  描述：

  丙烯基-1,3-磺酸内酯 、 (S)-(-)- α-甲基苄胺 在 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 以75%的产率得到2-((S)-1-Phenyl-ethyl)-2,3-dihydro-isothiazole 1,1-dioxide
  参考文献：
  名称：

  Synthesis and Diels–Alder reactions of α,β-unsaturated-γ-sultams

  摘要：

  An efficient synthesis of prop-1-ene 1,3-sultam 4 and its Diels-Alder reactions is reported. Sultams are also prepared as chiral auxiliaries for asymmetric transformations. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00313-6

文献信息

• Synthesis of chiral sultams and their application as chiral auxiliaries in an asymmetric Diels–Alder reaction
  作者：Hong-Kui Zhang、Wing-Hong Chan、Albert W.M. Lee、Wai-Yeung Wong、Ping-Fang Xia

  DOI：10.1016/j.tetasy.2004.12.026

  日期：2005.2

  A number of bicyclic chiral sultams were synthesized based on 1,3-dipolar cycloaddition reactions of nitrile oxides and nitrones with prop-1-ene-1,3-sultone. The corresponding N-enoyl sultams were prepared by acylation. Their relative effectiveness as new chiral auxiliaries in asymmetric synthesis was evaluated for the asymmetric Diels–Alder reactions with cyclopentadiene. Good chemical yield and excellent

  基于腈和硝酮与丙-1-烯-1,3-磺内酯的1,3-偶极环加成反应，合成了许多双环手性阿马酸。通过酰化制备相应的N-烯酰基阿马酸。通过环戊二烯的不对称Diels-Alder反应，评估了它们在不对称合成中作为新手性助剂的相对有效性。观察到良好的化学产率和优异的内选择性。研究了其结构与促进合成手性苏丹麦不对称诱导效果之间的关系。
• Synthesis and Diels–Alder reactions of α,β-unsaturated-γ-sultams
  作者：K.F Ho、Dennis C.W Fung、W.Y Wong、W.H Chan、Albert W.M Lee

  DOI：10.1016/s0040-4039(01)00313-6

  日期：2001.4

  An efficient synthesis of prop-1-ene 1,3-sultam 4 and its Diels-Alder reactions is reported. Sultams are also prepared as chiral auxiliaries for asymmetric transformations. (C) 2001 Elsevier Science Ltd. All rights reserved.