benzyl DL-α-<<(trifluoromethyl)sulfonyl>oxy>isovalerate | 168966-15-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl DL-α-<<(trifluoromethyl)sulfonyl>oxy>isovalerate
• 英文别名: benzyl DL-α-hydroxyisovalerate triflate；(R)-alpha-[[trifluoromethanesulfonyl]oxy]-3-methylbutyric acid benzyl ester；2-(trifluoromethanesulfonyloxy)-isovaleric acid benzyl ester；3-Methyl-2-trifluoromethanesulfonyloxy-butyric acid benzyl ester；benzyl 3-methyl-2-(trifluoromethylsulfonyloxy)butanoate
• CAS: 168966-15-2
• 化学式: C₁₃H₁₅F₃O₅S
• 分子量: 340.32
• InChiKey: PRDNZVJNZCYXHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  78
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  benzyl DL-α-<<(trifluoromethyl)sulfonyl>oxy>isovalerate 在 palladium on activated charcoal 2,6-二甲基吡啶 、 氢气 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 1,2-二氯乙烷 、 乙腈 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 54.0h， 生成 2-{[2-(4-tert-Butoxycarbonylamino-5-hydroxy-pentyl)-phenyl]-methyl-amino}-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester
  参考文献：
  名称：

  Synthesis, Conformation, and Biological Activity of Teleocidin Mimics, Benzolactams. A Clarification of the Conformational Flexibility Problem in Structure−Activity Studies of Teleocidins

  摘要：

  Tumor-promoter teleocidins and their active congeners (indolactams) are known to exist in an equilibrium between at least two conformational states in solution, the twist and sofa form, due to cis-trans isomerization of the amide bond and the steric effects of substituents on the nine-membered lactam ring. Benzolactam-Vs, in which the indole ring of indolactams is replaced with a benzene ring, were designed and synthesized in an attempt to reproduce the active conformation of teleocidins. Among these benzolactams, eight-membered lactams (benzolactam-V8) can only exist in the twist form, and 9- and 10-membered lactams (benzolactam-V9 and -V10) exist exclusively in the sofa form in solution. The stronger biological activity of benzolactam-V-8-310 than that of indolactam-V (IL-V) and the inactivity of benzolactam-V-9-310 for differentiation inducing activity of HL-60 clearly indicated that the twist form is close to the active conformation of teleocidins.

  DOI：

  10.1021/ja953578v
• 作为产物：
  描述：

  三氟甲磺酸酐 、 苯甲基(2R)-2-羟基-3-甲基丁酸酯 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 2.08h， 以96%的产率得到benzyl DL-α-<<(trifluoromethyl)sulfonyl>oxy>isovalerate
  参考文献：
  名称：

  Novel imidazoles

  摘要：

  提供了新型咪唑类化合物。这些化合物可用作HMGCo-A还原酶抑制剂。还提供了这些化合物的药物组合物。还提供了制备这些化合物的方法和使用这些化合物的方法。

  公开号：

  US20050239857A1

文献信息

• Conjugates of macrocyclic metal complexes with biomolecules and their use for the production of agents for NMR diagnosis and radiodiagnosis as well as radiotherapy
  申请人：Schering AG

  公开号：US20030206865A1

  公开（公告）日：2003-11-06

  The invention relates to conjugates that consist of macrocyclic metal complexes with biomolecules and their production. The conjugates are suitable as contrast media in NMR diagnosis and radiodiagnosis as well as as agents for radiotherapy. High relaxivity is achieved by a special liganding of macrocyclic compounds, and a fine-tuning of the relaxivity is made possible.

  该发明涉及由大环金属配合物与生物分子组成的共轭物及其制备。这些共轭物适用于核磁共振诊断和放射诊断中作为对比介质，同时也适用于放射治疗剂。通过对大环化合物进行特殊配位，实现了高松弛度，并且可以实现对松弛度的精细调节。
• Macrocyclic metal complexes and their use for the production of conjugates with biomolecules
  申请人：Schering AG

  公开号：US20030108486A1

  公开（公告）日：2003-06-12

  The invention relates to macrocyclic metal complexes and their production and use for the production of conjugates with biomolecules. The conjugates are suitable as contrast media in NMR diagnosis and radiodiagnosis as well as for radiotherapy. High relaxivity is achieved by a special liganding of macrocyclic compounds, and a fine-tuning of the relaxivity is made possible.

  该发明涉及大环金属配合物及其生产和用于与生物分子结合物的生产。这些结合物适用于核磁共振诊断和放射诊断中作为对比介质，也适用于放射治疗。通过对大环化合物进行特殊配位，实现了高弛豫率，并且可以进行弛豫率的精细调节。
• Novel pyrroles and imidazoles
  申请人：Bolton Louis Gary

  公开号：US20060287378A1

  公开（公告）日：2006-12-21

  Novel imidazoles and novel pyrroles are provided. Also provided are pharmaceutical compositions, methods of making and methods of using the compounds.

  本发明提供了新型咪唑和新型吡咯。同时，还提供了制药组合物、制备方法和使用该化合物的方法。
• Designed molecules reproducing the two conformations of teleocidins.
  作者：Michihiro Ohno、Yasuyuki Endo、Masaaki Hirano、Akiko Itai、Koichi Shudo

  DOI：10.1016/s0040-4039(00)61468-5

  日期：1993.12

  Tumor-promoting teleocidins are known to exist in an equilibrium between two conformational states, the twist form and sofa form, in solution. Benzolactam-Vs, in which the indole ring of indolactams was replaced with a benzene ring, were designed in an attempt to reproduce the active conformation of teleocidins, and synthesized. The 8-membered lactam (benzolactam-V8-310) exists only in the twist form in solution and the 9-membered lactam (benzolactam-V9-310) exists only in the sofa form in solution. The stronger biological activities of the 8-membered lactam than those of indolactam-V and the lack of activity of the 9-membered lactam clearly indicated that active conformation for tumor-promoting activity of teleocidins is close to the twist form.
• PROTEIN KINASE C MODULATORS WITH ANTI-INFLAMMATORY AND ANTIVIRAL ACTIVITY
  申请人：ALDER RESEARCH CENTER LIMITED PARTNERSHIP

  公开号：EP0553107A1

  公开（公告）日：1993-08-04