(8R,9aS)-8-hydroxy-2-((S)-1-phenylethyl)hexahydropyrrolo[2,1-d][1,2,5]thiadiazepin-1(2H)-one 3,3-dioxide | 1508266-01-0

• 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: (8R,9aS)-8-hydroxy-2-((S)-1-phenylethyl)hexahydropyrrolo[2,1-d][1,2,5]thiadiazepin-1(2H)-one 3,3-dioxide
• 英文别名: (8R,9aS)-8-hydroxy-3,3-dioxo-2-[(1S)-1-phenylethyl]-4,5,7,8,9,9a-hexahydropyrrolo[2,1-d][1,2,5]thiadiazepin-1-one
• CAS: 1508266-01-0
• 化学式: C₁₅H₂₀N₂O₄S
• 分子量: 324.401
• InChiKey: FXSVMVXNCUCFFS-YUTCNCBUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  86.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-[(1S)-1-phenylethyl]ethenesulfonamide 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 (8R,9aS)-8-hydroxy-2-((S)-1-phenylethyl)hexahydropyrrolo[2,1-d][1,2,5]thiadiazepin-1(2H)-one 3,3-dioxide
  参考文献：
  名称：

  Rapid, Scalable Assembly of Stereochemically Rich, Mono- and Bicyclic Acyl Sultams

  摘要：

  A one-pot, sequential protocol is reported that involves complementary ambiphile pairing (CAP) of a vinyl sulfonamide with a variety of unprotected amino acids via aza-Michael addition and subsequent intramolecular amidation. The method generates diverse, sp(3)-rich mono- and bicyclic acyl sultams in a highly scalable manner. Modular pairing of stereochemically rich building blocks allows quick access to all possible isomers. Extension to include one-pot, sequential 3-, 4-, and 5-multicomponent protocols is also discussed.

  DOI：

  10.1021/ol403070w

文献信息

• Rapid, Scalable Assembly of Stereochemically Rich, Mono- and Bicyclic Acyl Sultams
  作者：Naeem Asad、Thiwanka B. Samarakoon、Qin Zang、Joanna K. Loh、Salim Javed、Paul R. Hanson

  DOI：10.1021/ol403070w

  日期：2014.1.3

  A one-pot, sequential protocol is reported that involves complementary ambiphile pairing (CAP) of a vinyl sulfonamide with a variety of unprotected amino acids via aza-Michael addition and subsequent intramolecular amidation. The method generates diverse, sp(3)-rich mono- and bicyclic acyl sultams in a highly scalable manner. Modular pairing of stereochemically rich building blocks allows quick access to all possible isomers. Extension to include one-pot, sequential 3-, 4-, and 5-multicomponent protocols is also discussed.