(2S)-2-((1S)-l-methylpropyl)aziridine | 579489-35-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环丙烷
• 英文名称: (2S)-2-((1S)-l-methylpropyl)aziridine
• 英文别名: (2S)-2-((1S)1-methylpropyl)aziridine；(2S)-2-[(2S)-butan-2-yl]aziridine
• CAS: 579489-35-3
• 化学式: C₆H₁₃N
• 分子量: 99.1759
• InChiKey: VDEQLLKAJJBYKS-NTSWFWBYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.9
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2S)-2-((1S)-l-methylpropyl)aziridine 在 caesium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.17h， 生成 (S)-3-((S)-sec-butyl)-8-chloro-5-(3-methoxypropyl)-2,3,4,5-tetrahydrobenzo[f ][1,2,5]thiadiazepine-1,1-dioxide
  参考文献：
  名称：

  Modular, One-Pot, Sequential Aziridine Ring Opening–S_NAr Strategy to 7-, 10-, and 11-Membered Benzo-Fused Sultams

  摘要：

  The generation of common and stereochemically rich medium-sized benzo-fused sultams via complementary pairing of heretofore-unknown (o-fluoroaryl)sulfonyl aziridine building blocks with an array of amino alcohols/amines in a modular one-pot, sequential protocol using an aziridine ring opening and intramolecular nucleophilic aromatic substitution is reported. The strategy employs a variety of amino alcohols/amines and proceeds with 6 + 4/6 + 5 and 6 + 1 cycloetherification pathways in a highly chemo- and regioselective fashion to obtain skeletally and structurally diverse, polycyclic, 10- to 11- and 7-membered benzo-fused sultams for broad-scale screening.

  DOI：

  10.1021/acs.joc.5b01429
• 作为产物：
  描述：

  L-异亮氨醇 在 氯磺酸 、 sodium hydroxide 作用下， 生成 (2S)-2-((1S)-l-methylpropyl)aziridine
  参考文献：
  名称：

  Modular, One-Pot, Sequential Aziridine Ring Opening–S_NAr Strategy to 7-, 10-, and 11-Membered Benzo-Fused Sultams

  摘要：

  The generation of common and stereochemically rich medium-sized benzo-fused sultams via complementary pairing of heretofore-unknown (o-fluoroaryl)sulfonyl aziridine building blocks with an array of amino alcohols/amines in a modular one-pot, sequential protocol using an aziridine ring opening and intramolecular nucleophilic aromatic substitution is reported. The strategy employs a variety of amino alcohols/amines and proceeds with 6 + 4/6 + 5 and 6 + 1 cycloetherification pathways in a highly chemo- and regioselective fashion to obtain skeletally and structurally diverse, polycyclic, 10- to 11- and 7-membered benzo-fused sultams for broad-scale screening.

  DOI：

  10.1021/acs.joc.5b01429

文献信息

• Large scale synthesis of optically pure aziridines
  申请人：——

  公开号：US20030153771A1

  公开（公告）日：2003-08-14

  Disclosed is an efficient, inexpensive method for the preparation of chiral aziridines on a large scale.

  公开了一种高效、廉价的大规模制备手性环氧乙烷的方法。
• Synthesis of novel N-protected β3-amino nitriles: study of their hydrolysis involving a nitrilase-catalyzed step
  作者：Maité Sylla-Iyarreta Veitía、Pierre Louis Brun、Pierre Jorda、Annie Falguières、Clotilde Ferroud

  DOI：10.1016/j.tetasy.2009.07.045

  日期：2009.9

  Several commercially available nitrilases were investigated with regard to their potential to hydrolyze N-protected beta(3)-amino nitriles into their corresponding N-protected beta(3)-amino acids.The biotransformations were obtained in different proportions depending oil the nitrilase involved The best hydrolysis results were achieved for the N-Cbz-beta(3)-amino nitrile from i-alanine using the NIT-107, in a phosphate buffer at 0 05 M However, no biotransformation into the corresponding acids was observed for the N-sulfonylamide beta(3)-amino nitriles. Two simple and efficient procedures to prepare the beta(3)-amino nitriles from their analogous alpha-amino acids are described Thirty four new substances were synthesized and characterized over the course of this work. (C) 2009 Elsevier Ltd All rights reserved