1-benzylaziridine-2-carbonitrile | 31907-86-5

• 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: 1-benzylaziridine-2-carbonitrile
• 英文别名: 1-benzyl-aziridine-2-carbonitrile；1-Benzyl-aziridin-2-carbonitril；1-benzyl-2-cyanoaziridine；1-Benzyl-ethylenimin-2-carbonitril；1-Benzyl-2-cyan-aziridin
• CAS: 31907-86-5；31907-87-6；35216-53-6
• 化学式: C₁₀H₁₀N₂
• 分子量: 158.203
• InChiKey: BLBSHRFZHWOWNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  26.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-benzylaziridine-2-carbonitrile 在 氟化氢吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 2-N-benzylamino-3-fluoropropinonitrile
  参考文献：
  名称：

  吡啶溶液中的氟化氢与-cyano-2和-amido-2-aziridines的反应。通过β-氟-α-氨基腈和/或β-氟-α-氨基酸酰胺的酸性水解和醇解制备β-氟α-氨基酸和酯

  摘要：

  已研究了将吡啶鎓聚氟化氢（奥拉试剂）产生的氟化氢添加到某些-2-氰基和-2-氨基氮丙啶上。

  DOI：

  10.1016/s0022-1139(00)85554-2
• 作为产物：
  描述：

  2,3-二溴丙腈 、 苄胺 以 二甲基亚砜 为溶剂， 生成 1-benzylaziridine-2-carbonitrile
  参考文献：
  名称：

  吡啶溶液中的氟化氢与-cyano-2和-amido-2-aziridines的反应。通过β-氟-α-氨基腈和/或β-氟-α-氨基酸酰胺的酸性水解和醇解制备β-氟α-氨基酸和酯

  摘要：

  已研究了将吡啶鎓聚氟化氢（奥拉试剂）产生的氟化氢添加到某些-2-氰基和-2-氨基氮丙啶上。

  DOI：

  10.1016/s0022-1139(00)85554-2

文献信息

• 3,4-Bis(trimethylsilyl)-1H-pyrrole: a versatile building block for unsymmetrically 3,4-disubstituted pyrroles
  作者：Ho-Wai Chan、Po-Ching Chan、Jian-Hui Liu、Henry N. C. Wong

  DOI：10.1039/a703921b

  日期：——

  3,4-Bis(trimethylsilyl)-1H-pyrrole 1c functions as a versatile building block for the construction of unsymmetrically 3,4-disubstituted pyrroles through the use of stepwise regiospecific ipso mono-halogenation, Sonogashira cross-coupling reactions and Suzuki cross-coupling reactions; the advantages of this strategy lie in its stepwise manner as well as in its prospect of yielding 3,4-disubstituted pyrroles with diverse substitution patterns.

  3,4-双(三甲基硅基)-1H-吡咯1c通过逐步区域特异性的ipso单卤化、Sonogashira交叉偶联反应和Suzuki交叉偶联反应，作为构建非对称3,4-二取代吡咯的多功能构建模块；该策略的优势在于其逐步方式以及有望生成具有多样取代模式的3,4-二取代吡咯。
• Bacterial Preparation of Enantiopure Unactivated Aziridine-2-carboxamides and Their Transformation into Enantiopure Nonnatural Amino Acids and <i>vic</i>-Diamines
  作者：Roberto Morán-Ramallal、Ramón Liz、Vicente Gotor

  DOI：10.1021/ol062895b

  日期：2007.2.1

  by kinetic resolution of their racemates by Rhodococcus rhodochrous IFO 15564 catalyzed hydrolysis. Several regio- and enantioselective nucleophilic ring openings of (1R,2S)-1-benzylaziridine-2-carboxamide or its LAH-reduced product led to a series of enantiopure products, such as O-methyl-l-serine and some vicinal diamines.

  [反应：见正文]对映体纯（1R，2S）-1-苄基和1-芳基氮丙啶-2-羧酰胺是通过Rhodococcus rhodochrous IFO 15564催化水解而动态消解外消旋物而获得的。（1R，2S）-1-苄基氮丙啶-2-羧酰胺或其LAH还原产物的几个区域和对映选择性亲核开环产生了一系列对映纯产物，例如O-甲基-1-丝氨酸和一些邻位二胺。
• Synthesis of functionalized amino epoxides by a three-component coupling involving aziridines, arynes and aldehydes
  作者：Tony Roy、Manikandan Thangaraj、Rajesh G. Gonnade、Akkattu T. Biju

  DOI：10.1039/c6cc00057f

  日期：——

  A three-component coupling of arynes, aziridines and aldehydes/isatins resulting in the synthesis of N-aryl [small alpha]-amino epoxides has been demonstrated.

  已经证明了芳烃，氮丙啶和醛/岛素的三组分偶联导致合成N-芳基[小α]-氨基环氧化物。
• Imidazolidine derivatives as immunosuppressives
  申请人：Boehringer Mannheim GmbH

  公开号：US04996219A1

  公开（公告）日：1991-02-26

  The present invention provides compounds of the general formulae: ##STR1## wherein R.sub.1 and R.sub.2, which can be the same or different, are hydrogen atoms or C.sub.1 -C.sub.5 -alkyl radicals, C.sub.3 -C.sub.5 -alkenyl radicals or phenyl radicals or, together with the carbon atom to which they are attached, form a saturated or unsaturated C.sub.3 -C.sub.7 ring, R.sub.3 and R.sub.4, which can be the same or different, are hydrogen atoms, straight-chained or branched C.sub.1 -C.sub.10 -alkyl radicals, straight-chained or branched C.sub.3 -C.sub.7 -alkenyl radicals, C.sub.3 -C.sub.7 -cycloalkyl radicals, C.sub.3 -C.sub.7 -cycloalkenyl radicals, phenyl, arylalkyl or hetarylalkyl radicals, R.sub.5 is a hydrogen atom or a lower alkyl radical and X is an oxygen or sulphur atom or an imino group. The present invention also provides processes for the preparation of these compounds, as well as pharmaceutical compositions with immunosuppressive action containing them.

  本发明提供了一般式为：##STR1## 的化合物，其中R.sub.1和R.sub.2可以相同也可以不同，是氢原子或C.sub.1-C.sub.5-烷基基团，C.sub.3-C.sub.5-烯基基团或苯基基团，或者与它们连接的碳原子一起形成饱和或不饱和的C.sub.3-C.sub.7环，R.sub.3和R.sub.4可以相同也可以不同，是氢原子，直链或支链的C.sub.1-C.sub.10-烷基基团，直链或支链的C.sub.3-C.sub.7-烯基基团，C.sub.3-C.sub.7-环烷基团，C.sub.3-C.sub.7-环烯基团，苯基，芳基烷基或杂芳基烷基基团，R.sub.5是氢原子或较低的烷基基团，X是氧原子或硫原子或亚胺基。本发明还提供了制备这些化合物的方法，以及含有免疫抑制作用的制药组合物。
• Ayi, Ayicoue I.; Guedj, Roger, Journal of the Chemical Society. Perkin transactions I, 1983, p. 2045 - 2051
  作者：Ayi, Ayicoue I.、Guedj, Roger

  DOI：——

  日期：——