1-(2,2-二乙氧基乙基)环己烷-1-腈 | 88578-93-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(2,2-二乙氧基乙基)环己烷-1-腈
• 英文名称: 1--cyclohexanecarbonitrile
• 英文别名: 1-(2,2-diethoxyethyl)-cyclohexanecarbonitrile；1-(2,2-Diethoxyethyl)cyclohexane-1-carbonitrile
• CAS: 88578-93-2
• 化学式: C₁₃H₂₃NO₂
• 分子量: 225.331
• InChiKey: RFCWUETYCNGQFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2,2-二乙氧基乙基)环己烷-1-腈 在 盐酸 、 sodium 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 2-氮杂螺[4.5]癸-2-烯
  参考文献：
  名称：

  非天然氨基酸的合成：螺[4.5] -2-氮杂-癸烷-3-羧酸

  摘要：

  螺[4.n] -2-氮杂-烷烃-羧酸代表具有增加的亲脂性的大体积脯氨酸类似物。它们很容易从环状腈中获得，方法是与溴乙醛缩醛进行烷基化，还原成相应的胺，环化成亚胺以及随后的Strecker合成。

  DOI：

  10.1016/s0040-4039(01)81472-6
• 作为产物：
  描述：

  2-溴-1,1-二乙氧基乙烷 在 正丁基锂 、 二乙胺 作用下， 以 正己烷 为溶剂， 反应 26.17h， 以80%的产率得到1-(2,2-二乙氧基乙基)环己烷-1-腈
  参考文献：
  名称：

  WO2008/4115

  摘要：

  公开号：

文献信息

• Chiral Brønsted Acid Catalyzed Dynamic Kinetic Asymmetric Hydroamination of Racemic Allenes and Asymmetric Hydroamination of Dienes
  作者：Jin‐Shun Lin、Tao‐Tao Li、Guan‐Yuan Jiao、Qiang‐Shuai Gu、Jiang‐Tao Cheng、Ling Lv、Xin‐Yuan Liu

  DOI：10.1002/anie.201900955

  日期：2019.5.20

  The first highly efficient and practical chiral Brønsted acid catalyzed dynamic kinetic asymmetric hydroamination (DyKAH) of racemic allenes and asymmetric hydroamination of unactivated dienes with both high E/Z selectivity and enantioselectivity are described herein. The transformation proceeds through a new catalytic asymmetric model involving a highly reactive π‐allylic carbocationic intermediate

  本文描述了具有高E / Z选择性和对映选择性的外消旋烯的第一高效且实用的手性布朗斯台德酸催化的动态动力学不对称氢化胺化（DyKAH）和未活化的二烯的不对称氢化胺化。转化过程通过新的催化不对称模型进行，该模型涉及高反应性π-烯丙基碳阳离子中间体，该外消旋烯或二烯通过活化/定向硫脲基团介导的质子转移而生成。这种方法可以方便地获得结构上丰富的对映体富集的，可能具有生物活性的含烯基氮杂杂环和双环氮杂杂环。
• Racemates of optically active bicyclic imino-alpha-carboxylic esters
  申请人：Hoechst Aktiengesellschaft

  公开号：US04668796A1

  公开（公告）日：1987-05-26

  The invention relates to a process for resolving racemic mixtures of bicyclic imino-.alpha.-carboxylic esters into the components by crystallization of diastereomeric salts, which comprises preparing the salts of the racemic esters with optically active N-acylated R- or S-aminocarboxylic acid which contain a phenyl nucleus, recrystallizing them from an organic solvent, decomposing the precipitated, optically homogeneous diastereomeric salts in a manner known per se, and isolating the enantiomers and, where appropriate, converting the latter into the free acids by hydrolysis in a manner known per se. The invention also relates to optically pure compounds of the formula ##STR1## and to diastereomeric salts of these compounds, in which two of the radicals A, B.sup.1, B.sup.2 and C form a carbon chain and the others denote hydrogen, and R is an esterifying group.

  本发明涉及一种通过对二环亚胺-α-羧酸酯的外消旋混合物进行对映异构盐结晶分离的方法，其包括使用含有苯环的光学活性N-酰化R-或S-氨基羧酸制备外消旋酯的盐，从有机溶剂中再结晶，以已知方法分解沉淀的光学均一的对映异构盐，然后分离对映体，并在必要时使用已知的水解方法将其转化为自由酸。本发明还涉及公式##STR1##的光学纯化合物及其对映异构盐，其中A、B1、B2和C中的两个基团形成碳链，其他基团表示氢，R是酯化基团。
• Process for the resolution of racemates of optically active bicyclic
  申请人：Hoechst Aktiengesellschaft

  公开号：US05175306A1

  公开（公告）日：1992-12-29

  The invention relates to a process for resolving racemic mixtures of bicyclic imino-.alpha.-carboxylic esters into the components by crystallization of diastereomeric salts, which comprises preparing the salts of the racemic esters with optionally active N-acylated R- or S-aminocarboxylic acids which contain a phenyl nucleus, recrystallizing them from an organic solvent, decomposing the precipitated, optically homogeneous diastereomeric salts in a manner known per se, and isolating the enantiomers and, where appropriate, converting the latter into the free acids by hydrolysis in a manner known per se. The invention also relates to optically pure compounds of the formula ##STR1## and to diastereomeric salts of these compounds, in which two of the radicals A, B.sup.1, B.sup.2 and C form a carbon chain and the other denote hydrogen, and R is an esterifying group.

  本发明涉及一种通过对二环亚氨基α-羧酸酯的外消旋混合物进行对映异构盐结晶来分离其组分的方法，该方法包括使用含苯环的可选活性N-酰化的R-或S-氨基羧酸制备外消旋酯的盐，从有机溶剂中重新结晶，按已知方法分解沉淀的光学均一的对映异构盐，并通过已知方法分离对映体，并在必要时通过已知方法将其转化为自由酸。本发明还涉及式中的光学纯化合物及其对映异构盐，其中A、B.sup.1、B.sup.2和C中的两个形成碳链，另外两个表示氢，而R是酯化基团。
• Spiro-2-aza-alkane-3-carbonitriles, their preparation and their use
  申请人：Hoechst Aktiengesellschaft

  公开号：US04515960A1

  公开（公告）日：1985-05-07

  The invention provides compounds of the formula I ##STR1## in which m is 1 to 3 and n is 1 to 4, a process for their preparation, and their use as intermediates for the manufacture of valuable medicaments, and starting products for the preparation of compounds of the formula I.

  该发明提供了公式I的化合物：##STR1## 其中m为1至3，n为1至4，以及它们的制备方法和它们作为制造有价值的药物的中间体的用途，以及制备公式I化合物的起始原料。
• Optically active bicyclic imino-alpha-carboxylic esters
  申请人：Hoechst Aktiengesellschaft

  公开号：US04822894A1

  公开（公告）日：1989-04-18

  The invention relates to a process for resolving racemic mixtures of bicyclic imino-.alpha.-carboxylic esters into the components by crystallization of diastereomeric salts, which comprises preparing the salts of the racemic esters with optically active N-acylated R- or S-amino carboxylic acids which contain a phenyl nucleus, recrystallizing them from an organic solvent, decomposing the precipitated, optically homogeneous diastereomeric salts in a manner known per se, and isolating the enantiomers and, where appropriate, converting the latter into the free acids by hydrolysis in a manner known per se. The invention also relates to optically pure compounds of the formula ##STR1## and to diastereomeric salts of these compounds, in which two of the radicals A, B.sup.1, B.sup.2 and C form a carbon chain and the others denote hydrogen, and R is an esterifying group.

  该发明涉及一种通过对二环亚氨基-α-羧酸酯的外消旋混合物进行对映异构盐结晶来分离其组分的方法，包括制备具有含苯环的光学活性N-酰化R-或S-氨基羧酸的外消旋酯的盐，从有机溶剂中再结晶它们，以已知的方法分解沉淀的光学均一的对映异构盐，并通过已知的水解方法分离出对映体，必要时将后者转化为自由酸。该发明还涉及式子##STR1##的光学纯化合物及其对映异构盐，其中A、B.sup.1、B.sup.2和C中的两个形成碳链，其他表示氢，而R是酯化基团。