[(3S)-1,1-dioxothiolan-3-yl] acetate | 908026-55-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫杂环戊烷
• 英文名称: [(3S)-1,1-dioxothiolan-3-yl] acetate
• CAS: 908026-55-1
• 化学式: C₆H₁₀O₄S
• 分子量: 178.209
• InChiKey: UTZUEMAOIISGJH-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(3S)-1,1-dioxothiolan-3-yl] acetate 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 以94%的产率得到(3S)-1,1-dioxothiolan-3-ol
  参考文献：
  名称：

  Enzymatic kinetic resolution of 1,1-dioxo-2,3-dihydro-1H-1λ6-thiophen-3-ol via temporary derivatisation

  摘要：

  Following the thio-conjugate addition of (+/-)-9, its enantiomers were extremely efficiently discriminated using Novozym 435 (R). The thio-differentiating unit may then be removed either under reductive conditions, using Raney nickel, or following an oxidation-elimination sequence. In this manner enantioenriched derivatives of 1,1-dioxo-2,3-dihydro-1H-1 lambda(6)-thiophen-3-ol 9 may be accessed. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.153
• 作为产物：
  描述：

  [(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl] acetate 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 以100%的产率得到[(3S)-1,1-dioxothiolan-3-yl] acetate
  参考文献：
  名称：

  Enzymatic kinetic resolution of 1,1-dioxo-2,3-dihydro-1H-1λ6-thiophen-3-ol via temporary derivatisation

  摘要：

  Following the thio-conjugate addition of (+/-)-9, its enantiomers were extremely efficiently discriminated using Novozym 435 (R). The thio-differentiating unit may then be removed either under reductive conditions, using Raney nickel, or following an oxidation-elimination sequence. In this manner enantioenriched derivatives of 1,1-dioxo-2,3-dihydro-1H-1 lambda(6)-thiophen-3-ol 9 may be accessed. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.153

文献信息

• Boronic Acid Inhibitors of HIV Protease
  申请人：Wisconsin Alumni Research Foundation

  公开号：US20170327517A1

  公开（公告）日：2017-11-16

  Protease inhibitors, particularly aspartyl protease inhibitors, and more particularly HIV protease inhibitors which are boronated to enhance activity or to enhance entry into cells. Compounds, prodrugs and salts thereof of this invention contain phenylboronate groups, in particular p-B(OH) 2 -phenyl groups, benzoxaborole groups or borono-pyridyl groups or analogous groups in which the boronate group is protected. Methods for treating AIDS and ARC as well as providing a method for treating or preventing HIV infection
• US9738664B2
  申请人：——

  公开号：US9738664B2

  公开（公告）日：2017-08-22