3-tert-butylsulfanyl-propionitrile | 40620-07-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-tert-butylsulfanyl-propionitrile
• 英文别名: 3-(tert-butylthio)propanenitrile；3-tert-Butylmercapto-propionitril；3-(tert-Butylsulfanyl)propanenitrile；3-tert-butylsulfanylpropanenitrile
• CAS: 40620-07-3
• 化学式: C₇H₁₃NS
• mdl: MFCD11136403
• 分子量: 143.253
• InChiKey: YLNIFVGCOVTOII-UHFFFAOYSA-N

物化性质

• 沸点：
  113.5-114 °C(Press: 17 Torr)
• 密度：
  0.945±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.857
• 拓扑面积：
  49.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-tert-butylsulfanyl-propionitrile 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 13.0h， 以58%的产率得到<3-(tert-butylthio)propyl>amine
  参考文献：
  名称：

  Novel 2,7-Dialkyl-Substituted 5(S)-Amino-4(S)-hydroxy-8-phenyl-octanecarboxamide Transition State Peptidomimetics Are Potent and Orally Active Inhibitors of Human Renin

  摘要：

  The action of renin is the rate-limiting step of the renin-angiotensin system (RAS), a key regulator of blood pressure. Effective renin inhibitors directly block the RAS entirely at source and, thus, may provide a vital weapon for hypertension therapy. Our efforts toward identifying novel small-molecule peptidomimetic renin inhibitors have resulted in the design of transition-state isosteres such as I bearing an all-carbon 8-phenyl-octanecarboxamide framework. Optimization of the extended P3 portion of I and extensive P2' modifications provided analogues with improved in vitro potencies in the presence of plasma. X-ray resolution of rhrenin/38a in the course of SAR work surprisingly unveiled the exploitation of a previously unexplored pocket (S3(SP)) important for strong binding affinities. Several inhibitors demonstrated oral efficacy in sodium-depleted marmosets. The most potent, 38a, induced dose-dependently a pronounced reduction in mean arterial blood pressure, paralleled by complete blockade of active plasma renin, up to 8 h post-dose. Oral bioavailability of 38a was 16% in marmosets.

  DOI：

  10.1021/jm070314y
• 作为产物：
  描述：

  2-(叔丁硫基)乙醇 在 氯化亚砜 作用下， 以 氯仿 、 二甲基亚砜 为溶剂， 反应 2.0h， 生成 3-tert-butylsulfanyl-propionitrile
  参考文献：
  名称：

  Aberkane, O.; Mieloszynski, J. L.; Robert, D., Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 79, # 1.4, p. 245 - 256

  摘要：

  DOI：

文献信息

• A facile generation of C–S bonds via one-pot, odourless and efficient thia-Michael addition reactions using alkyl, aryl or allyl halides, thiourea and electron-deficient alkenes in wet polyethylene glycol (PEG 200) under mild reaction conditions
  作者：Habib Firouzabadi、Nasser Iranpoor、Mohammad Abbasi

  DOI：10.1016/j.tet.2009.04.079

  日期：2009.7

  An efficient and odourless synthesis of thia-Michael adducts by the reaction of various organic halides (primary, secondary, tertiary, allylic, and benzylic), structurally diverse electron-deficient alkenes (ketones, esters, and acrylonitrile) and thiourea in the presence of sodium carbonate in wet polyethylene glycol (PEG 200) at 30–35 °C has been developed. This protocol is also a highly useful method

  通过在以下条件下，各种有机卤化物（伯，仲，叔，烯丙基和苄基），结构多样的电子缺陷烯烃（酮，酯和丙烯腈）和硫脲的反应，高效而无味地合成噻吩-迈克尔加合物在30–35°C的湿聚乙二醇（PEG 200）中开发了碳酸钠。该协议对于大规模操作也是非常有用的方法。
• Synthetic Reactions by Complex Catalysts. XXIV. A New Catalyst of Copper-Isocyanide Complex for the Michael Addition
  作者：Takeo Saegusa、Yoshihiko Ito、Shimpei Tomita、Hideo Kinoshita

  DOI：10.1246/bcsj.45.496

  日期：1972.2

  binary systems of a copper compound (or metallic compounds) and an isocyanide catalyze the Michael addition reaction. As the copper component, Cu2O, metallic copper and copper acetylacetonate are effectual, whereas CuCl, CuCl2, and CuO are ineffectual. The catalyst of copper isocyanide complex is characterized by the selective activation of cyano olefin compounds such as acrylonitrile. This was demonstrated

  已经发现铜化合物（或金属化合物）和异氰化物的一些二元体系催化迈克尔加成反应。作为铜组分，Cu2O、金属铜和乙酰丙酮铜有效，而CuCl、CuCl2和CuO无效。异氰化铜配合物催化剂的特点是选择性活化丙烯腈等氰基烯烃化合物。这可以通过将活性氢化合物竞争性添加到丙烯腈和丙烯酸甲酯中来证明。动力学和光谱研究的一些结果已经通过假设涉及烯烃与铜-异氰化物配合物的配位的方案来解释。
• Fullerene soot and a fullerene nanodispersion as recyclable heterogeneous off-the-shelf photocatalysts
  作者：Augustina Jozeliūnaitė、Domantas Valčeckas、Edvinas Orentas

  DOI：10.1039/d0ra10147h

  日期：——

  via a singlet oxygen pathway and has a high selectivity for aliphatic sulfides, whereas the oxidation of thioanisoles can be accomplished using an amine mediated electron transfer mechanism. The applicability of the fullerene nanodispersion as a general purpose photocatalyst was demonstrated in radical cyclization, boronic acid oxidation and imine formation reactions.

  无金属多相光催化不需要事先固定催化剂或进行化学修饰，并且可以在绿色溶剂中操作，是一种备受追捧但目前尚未开发的合成方法。在本报告中，我们提出了一项比较研究，旨在评估使用未改性的富勒烯烟灰和富勒烯纳米分散体分别作为不溶性和准溶性碳基光催化剂，用于在乙醇中使用氧作为氧化剂的硫化物氧化和其他转化。使用非常低的催化剂负载量成功制备了多种亚砜，具有良好的产率和化学选择性。该富勒烯烟灰光催化剂易于回收并表现出优异的催化性能稳定性。该反应通过单线态氧途径进行，并且对脂肪族硫化物具有高选择性，而茴香硫醚的氧化可以使用胺介导的电子转移机制来完成。富勒烯纳米分散体作为通用光催化剂的适用性在自由基环化、硼酸氧化和亚胺形成反应中得到了证明。
• Lubricant compositions
  申请人：Mobil Oil Corporation

  公开号：US03984336A1

  公开（公告）日：1976-10-05

  Lubricant compositions are provided, containing as antiwear agents, a .beta.-thiopropionitrile having the structure R--S--CH.sub.2 CH.sub.2 CN in which R is alkyl, nitriloalkyl, aralkyl, alkaryl, aryl, or benzothiazolyl, mercapto-thiadiazolyl, NCCH.sub.2 CH.sub.2 --X--(CH.sub.2).sub.n where X is oxygen or sulfur and n is a whole number from 1 to 20. Particularly contemplated are lubricating oils and greases containing the aforementioned antiwear agents.

  提供了润滑剂组合物，其中包含作为抗磨剂的β-硫代丙腈，其结构为R-S- CN，其中R是烷基、腈基烷基、芳基烷基、烷芳基、芳基或苯并噻唑基，巯基-噻二唑基，NC -X-(CH2)n，其中X是氧或硫，n是1到20的整数。特别考虑包含上述抗磨剂的润滑油和润滑脂。
• Alkyl- und Arylsulfens�ureamide durch Cycloeliminierung von Alkenen aus Sulfimiden, 3: Bildung prim�rer und sekund�rer aliphatischer Sulfenamide des TypsRSNH2 bzw.RSNHR 1
  作者：Walter Franek、Peter K. Claus

  DOI：10.1007/bf00810863

  日期：——