benzyl N-(1-phenylpropyl)carbamate | 179320-65-1

• 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 N-(1-phenylpropyl)carbamate
• CAS: 179320-65-1
• 化学式: C₁₇H₁₉NO₂
• 分子量: 269.343
• InChiKey: HNOOCOQOQZDIIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  benzyl N-(1-phenylpropyl)carbamate 在 正丁基锂 、 N-叔丁基苯硫腈氯化物 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.5h， 以90%的产率得到N-carbobenzyloxy phenyl ethyl ketimine
  参考文献：
  名称：

  A mild and convenient synthesis of N-carbobenzyloxy ketimines

  摘要：

  N-苄氧羰基（Cbz）酮亚胺可通过N-Cbz胺与N-叔丁基苯亚磺酰亚胺氯的氧化反应方便地制备。

  DOI：

  10.1039/b605882e
• 作为产物：
  描述：

  N-benzhydryl-1-phenylmethanimine 在 盐酸 、 potassium tert-butylate 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 0.75h， 生成 benzyl N-(1-phenylpropyl)carbamate
  参考文献：
  名称：

  Efficient Transamination under Mild Conditions:  Preparation of Primary Amine Derivatives from Carbonyl Compounds via Imine Isomerization with Catalytic Amounts of Potassium tert-Butoxide

  摘要：

  1,3-Prototropic rearrangement of N-diphenylmethanimines was successfully performed with a catalytic amount of potassium tert-butoxide. This procedure can also be used with aliphatic and aromatic aldimines and was extended to the isomerization of (1R)-camphorquinone monoimine and N-(4-methoxyphenyl)-4-phenyl-3-iminoazetidin-2-one. The isomerized imines were easily hydrolyzed and isolated as Cbz derivatives.

  DOI：

  10.1021/jo952124d

文献信息

• [EN] MODULATORS OF CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR<br/>[FR] MODULATEURS DU RÉGULATEUR DE LA CONDUCTANCE TRANSMEMBRANAIRE DE LA FIBROSE KYSTIQUE
  申请人：VERTEX PHARMA

  公开号：WO2021030556A1

  公开（公告）日：2021-02-18

  This disclosure provides modulators of Cystic Fibrosis Transmembrane Conductance Regulator (CFTR), pharmaceutical compositions containing at least one such modulator, methods of treatment of cystic fibrosis using such modulators and pharmaceutical compositions, and processes for making such modulators.

  这份披露提供了囊性纤维化跨膜传导调节蛋白（CFTR）的调节剂，包含至少一种这样的调节剂的药物组合物，使用这种调节剂和药物组合物治疗囊性纤维化的方法，以及制造这种调节剂的过程。
• Impact of aqueous micellar media on biocatalytic transformations involving transaminase (ATA); applications to chemoenzymatic catalysis
  作者：Jade Dussart-Gautheret、Julie Yu、Krithika Ganesh、Gaikwad Rajendra、Fabrice Gallou、Bruce H. Lipshutz

  DOI：10.1039/d2gc02002e

  日期：——

  Surfactant-enabled asymmetric ATA-catalyzed reductive aminations in aqueous buffered media are described, representative of the enhanced levels of conversion made possible by the presence of a nonionic surfactant in the water, thereby enabling 1-pot chemoenzymatic catalysis.

  在水缓冲介质中，描述了表面活性剂促进的不对称ATA催化还原胺化反应，代表了非离子表面活性剂存在水中所可能实现的转化水平的提高，从而实现了一锅化学酶催化。
• A mild and convenient synthesis of N-carbobenzyloxy ketimines
  作者：Jun-ichi Matsuo、Yumi Tanaki、Aimi Kido、Hiroyuki Ishibashi

  DOI：10.1039/b605882e

  日期：——

  N-Carbobenzyloxy (Cbz) ketimines were prepared conveniently from N-Cbz amines by oxidation with N-tert-butylbenzenesulfinimidoyl chloride.

  N-苄氧羰基（Cbz）酮亚胺可通过N-Cbz胺与N-叔丁基苯亚磺酰亚胺氯的氧化反应方便地制备。
• Efficient Transamination under Mild Conditions:  Preparation of Primary Amine Derivatives from Carbonyl Compounds <i>via</i> Imine Isomerization with Catalytic Amounts of Potassium <i>tert</i>-Butoxide
  作者：Gianfranco Cainelli、Daria Giacomini、Alessandra Trerè、Pietro Pilo Boyl

  DOI：10.1021/jo952124d

  日期：1996.1.1

  1,3-Prototropic rearrangement of N-diphenylmethanimines was successfully performed with a catalytic amount of potassium tert-butoxide. This procedure can also be used with aliphatic and aromatic aldimines and was extended to the isomerization of (1R)-camphorquinone monoimine and N-(4-methoxyphenyl)-4-phenyl-3-iminoazetidin-2-one. The isomerized imines were easily hydrolyzed and isolated as Cbz derivatives.