(2R)-N-Boc-1-((E)-3,3-dimethyl-1-butenylsulfonyl)butan-2-amine | 1451261-13-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2R)-N-Boc-1-((E)-3,3-dimethyl-1-butenylsulfonyl)butan-2-amine
• CAS: 1451261-13-4
• 化学式: C₁₅H₂₉NO₄S
• 分子量: 319.466
• InChiKey: FAFAEJUUUPDSQX-BZYZDCJZSA-N

物化性质

• 熔点：
  75-76 °C
• 沸点：
  460.5±28.0 °C(predicted)
• 密度：
  1.052±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.26
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  72.47
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2R)-N-Boc-1-((E)-3,3-dimethyl-1-butenylsulfonyl)butan-2-amine 在 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 9.0h， 生成 (3S, 5R)-5-ethyl-3-(1,1-dimethylethyl)thiomorpholine-1,1-dioxide 、
  参考文献：
  名称：

  Stereodivergent Access to Cis- and Trans-3,5-Disubstituted 1,4-Thiazane 1-Oxides by Cyclization of Homochiral β-Amino Sulfoxides and Sulfones. The Preparation of Isomeric Ant Venom Alkaloids

  摘要：

  Intramolecular conjugate additions of homochiral (E)-1-alkenyl 2-aminoalkyl sulfoxides and sulfones were investigated. The relative position of the 3,5-substituents of the resulting 1,4-thiazane oxides was found to be dependent on the oxidation state of the sulfur atom, demonstrating a simple and highly stereodivergent synthetic protocol. Selected cis- and trans-3,5-disubstituted 1,4-thiazane dioxides were converted to cis- and trans-2,5-disubstituted pyrrolidines, known ant venom alkaloids.

  DOI：

  10.1021/ol4023003
• 作为产物：
  描述：

  (S_S, 2R)-N-Boc-1-((E)-3,3-dimethyl-1-butenylsulfinyl)butan-2-amine 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以82%的产率得到(2R)-N-Boc-1-((E)-3,3-dimethyl-1-butenylsulfonyl)butan-2-amine
  参考文献：
  名称：

  Stereodivergent Access to Cis- and Trans-3,5-Disubstituted 1,4-Thiazane 1-Oxides by Cyclization of Homochiral β-Amino Sulfoxides and Sulfones. The Preparation of Isomeric Ant Venom Alkaloids

  摘要：

  Intramolecular conjugate additions of homochiral (E)-1-alkenyl 2-aminoalkyl sulfoxides and sulfones were investigated. The relative position of the 3,5-substituents of the resulting 1,4-thiazane oxides was found to be dependent on the oxidation state of the sulfur atom, demonstrating a simple and highly stereodivergent synthetic protocol. Selected cis- and trans-3,5-disubstituted 1,4-thiazane dioxides were converted to cis- and trans-2,5-disubstituted pyrrolidines, known ant venom alkaloids.

  DOI：

  10.1021/ol4023003