(3,4-dihydro-2H-pyrazol-3-yl)-(10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-methanone | 193945-92-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (3,4-dihydro-2H-pyrazol-3-yl)-(10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-methanone
• 英文别名: [(5S)-4,5-dihydro-1H-pyrazol-5-yl]-[(1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]methanone；[(5S)-4,5-dihydro-1H-pyrazol-5-yl]-[(1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]methanone
• CAS: 193945-92-5
• 化学式: C₁₄H₂₁N₃O₃S
• 分子量: 311.405
• InChiKey: SNEWVVZJIBFRHD-RMIALFOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  87.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3,4-dihydro-2H-pyrazol-3-yl)-(10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-methanone 在 四氯化钛 、 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 生成 [(S)-1-Acetyl-5-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-pyrazolidin-3-yl]-acetic acid methyl ester
  参考文献：
  名称：

  Guerra; Mish; Carreira, Organic Letters, 2000, vol. 2, # 26, p. 4265 - 4267

  摘要：

  DOI：
• 作为产物：
  描述：

  (2S)-N-(acryloyl)bornane-10,2-sultam 、 三甲基硅烷化重氮甲烷 在 三氟乙酸 作用下， 以 正己烷 、 甲苯 、 二氯甲烷 为溶剂， 反应 48.5h， 以52%的产率得到(3,4-dihydro-2H-pyrazol-3-yl)-(10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-methanone
  参考文献：
  名称：

  [EN] TETRAPEPTIDE ANALOGS
  [FR] ANALOGUES DE TETRAPEPTIDE

  摘要：

  公开号：

  WO2006017295A3

文献信息

• Asymmetric Dipolar Cycloadditions of Me₃SiCHN₂. Synthesis of a Novel Class of Amino Acids:  Azaprolines
  作者：Michael R. Mish、Francisco M. Guerra、Erick M. Carreira

  DOI：10.1021/ja971708p

  日期：1997.9.1
• Synthesis and DP-IV inhibition of cyano-pyrazoline derivatives as potent anti-diabetic agents
  作者：Jin Hee Ahn、Hye-Min Kim、Sun Ho Jung、Seung Kyu Kang、Kwang Rok Kim、Sang Dal Rhee、Sung-Don Yang、Hyae Gyeong Cheon、Sung Soo Kim

  DOI：10.1016/j.bmcl.2004.06.046

  日期：2004.9

  A new series of cyano-pyrazoline derivatives with a secondary amine at P-2 site was synthesized through achiral and chiral synthetic methods and evaluated for their ability to inhibit dipeptidyl peptidase IV (DP-IV). Compound 5i revealed good in vivo efficacy (ED50: 4.1 mg/kg; in vivo DP-IV inhibition). Also chiral derivative (11b) having (S)-configuration of compound 5i was found to be more potent. (C) 2004 Elsevier Ltd. All rights reserved.
• Constrained peptidomimetics: building bicyclic analogs of pyrazoline derivatives
  作者：Bin Liu、John D Brandt、Kevin D Moeller

  DOI：10.1016/j.tet.2003.09.027

  日期：2003.10

  A synthetic route has been developed for incorporating pyrazoline derivatives as proline surrogates in constrained X-Pro peptidomimetics. The route allows for the synthesis of dipeptide building blocks having either a six or seven-membered-ring annulated onto the pyrazoline moiety, as well as for the asymmetric synthesis of analogs having substituents on N-terminal side of the building block. (C) 2003 Elsevier Ltd. All rights reserved.
• [EN] TETRAPEPTIDE ANALOGS<br/>[FR] ANALOGUES DE TETRAPEPTIDE
  申请人：IDUN PHARMACEUTICALS INC

  公开号：WO2006017295A3

  公开（公告）日：2007-07-12
• Guerra; Mish; Carreira, Organic Letters, 2000, vol. 2, # 26, p. 4265 - 4267
  作者：Guerra、Mish、Carreira

  DOI：——

  日期：——