8-Aminooctanoic Acid Trimethylsilyl Ester | 748122-53-4

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 8-Aminooctanoic Acid Trimethylsilyl Ester
• 英文别名: trimethylsilyl 8-aminooctanoate
• CAS: 748122-53-4
• 化学式: C₁₁H₂₅NO₂Si
• 分子量: 231.41
• InChiKey: OAYRFAYHKCSCCC-UHFFFAOYSA-N

物化性质

• 沸点：
  267.6±23.0 °C(Predicted)
• 密度：
  0.914±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.66
• 重原子数：
  15.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  52.32
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  8-Aminooctanoic Acid Trimethylsilyl Ester 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 二氯甲烷 为溶剂， 反应 12.0h， 生成 tert-butyl (3S,4S)-N’-(N-(3β-acetoxyurs-12-en-28-oyl)-8-aminooctanoyl)-4-amino-3-hydroxy-6-methylheptanoate
  参考文献：
  名称：

  作为抗 HIV-1 化合物的新型三萜衍生物的设计、合成和生物评价

  摘要：

  两种桦木酸衍生物 RPR103611 ( 2 ) 和 IC9564 ( 3 ) 先前被报道为有效的 HIV-1 进入抑制剂。在目前的这项研究中，已经对2和3的三萜类部分进行了 SAR 研究，并且齐墩果酸衍生物 ( 4)被确定为新型 HIV-1 进入抑制剂。此外，4种与几种HIV-1中和抗体的组合提供了显着的协同作用。4的 C 环中的 C C 双键的合成效用也被证明可开发 12-酮型齐墩果酸衍生物 ( 5) 作为一种有效的抗 HIV 化合物。这种简单的转化导致该化合物的抗 HIV 活性显着增加和细胞毒性降低。

  DOI：

  10.1016/j.bmcl.2022.128768
• 作为产物：
  描述：

  8-氨基辛酸 、 N-甲基-N-(三甲基硅烷基)三氟乙酰胺 以 二氯甲烷 为溶剂， 反应 3.5h， 生成 8-Aminooctanoic Acid Trimethylsilyl Ester
  参考文献：
  名称：

  Versatile Method for the Detection of Covalently Bound Substrates on Solid Supports by DART Mass Spectrometry

  摘要：

  Analysis of substrates directly on solid phase resins without the need for separate cleavage conditions remains an outstanding challenge In the field of solid phase synthesis. We now present the first example of simultaneous cleavage and mass spectrometric analysis of peptides from solid supports using direct analysis in real time (DART) mass spectrometry. We have shown that this method is compatible with a diverse array of solid phase resins and is suitable for analysis of both peptides and organic substrates.

  DOI：

  10.1021/ol201404v

文献信息

• Betulinic Acid Derivatives:  A New Class of Specific Inhibitors of Human Immunodeficiency Virus Type 1 Entry
  作者：Françoise Soler、Christèle Poujade、Michel Evers、Jean-Christophe Carry、Yvette Hénin、Anne Bousseau、Thierry Huet、Rudi Pauwels、Erik De Clercq、Jean-François Mayaux、Jean-Bernard Le Pecq、Norbert Dereu

  DOI：10.1021/jm950669u

  日期：1996.1.1

  A novel series of omega-aminoalkanoic acid derivatives of betulinic acid were synthesized and evaluated for their activity against human immunodeficiency virus (HIV). The anti-HIV-1 activity of several members of this new series was found to be in the nanomolar range in CEM 4 and MT-4 cell cultures. The optimization of the omega-aminoalkanoic acid side chain is described. The presence of an amide function within the side chain was found important for optimal activity. RPR 103611 (14g), a statine derivative, was found to be inactive against HIV-1 protease, reverse transcriptase, and integrase as well as on gp120/CD4 binding. ''Time of addition'' experiments suggested interaction with an early step of HIV-1 replication. As syncytium formation, but not virus-cell binding, seems to be affected, betulinic acid derivatives are assumed to interact with the postbinding virus-cell fusion process.
• Synthesis and Evaluation of Compounds That Facilitate the Gastrointestinal Absorption of Heparin
  作者：Andrea Leone-Bay、Duncan R. Paton、John Freeman、Christine Lercara、Doris O'Toole、David Gschneidner、Eric Wang、Elizabeth Harris、Connie Rosado、Theresa Rivera、Aldonna DeVincent、Monica Tai、Frank Mercogliano、Rajesh Agarwal、Harry Leipold、Robert A. Baughman

  DOI：10.1021/jm970811m

  日期：1998.3.1

  A family of novel compounds (delivery agents) that promote the gastrointestinal absorption of USP heparin in rats and primates has been discovered. The delivery agents in combination with heparin were administered either orally or intracolonically in an aqueous propylene glycol solution and caused dramatic increases in both plasma heparin concentrations (anti-Factor Xa) and clotting times (APTT). Using one of the most effective delivery agents in this series, an estimated relative bioavailability of 8% can be achieved following oral administration to cynomolgus monkeys. To establish a correlation between the in vivo data and an in vitro parameter, immobilized artificial membrane (IAM) chromatography was performed. Log relative k' values were correlated to the efficiency of oral heparin delivery.