3-苄基-6-氧杂-3-氮杂双环[3.1.0]己烷 | 75390-09-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-苄基-6-氧杂-3-氮杂双环[3.1.0]己烷
• 英文名称: 3-benzyl-6-oxa-3-azabicyclo[3.1.0]-hexane
• 英文别名: N-benzyl-3,4-epoxypyrrolidine；3-Benzyl-6-oxa-3-azabicyclo[3.1.0]hexane
• CAS: 75390-09-9
• 化学式: C₁₁H₁₃NO
• 分子量: 175.23
• InChiKey: SOOHWZBGWRAMJJ-UHFFFAOYSA-N

物化性质

• 沸点：
  254.6±20.0 °C(Predicted)
• 密度：
  1.184±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  15.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-苄基-6-氧杂-3-氮杂双环[3.1.0]己烷 在 copper(II) cyanide 作用下， 反应 1.0h， 生成 (3R,4S)-N-benzyl-3-hydroxy-4-methylpyrrolidine
  参考文献：
  名称：

  Fluoronaphthyridines and -quinolones as antibacterial agents. 5. Synthesis and antimicrobial activity of chiral 1-tert-butyl-6-fluoro-7-substituted-naphthyridones

  摘要：

  A series of novel 7-substituted-1-tert-butyl-6-fluoronaphthyridone-3-carboxylic acids has been prepared. These derivatives are characterized by chiral aminopyrrolidine substituents at the 7 position. In this paper we report the full details of the asymmetric synthesis of this series of compounds. Structure-activity relationship studies indicate that the absolute stereochemistry at the asymmetric centers of the pyrrolidine ring is critical for maintaining good activity. Compounds 60 and 61 (3-amino-4-methylpyrrolidine enantiomers) were selected for preclinical evaluation.

  DOI：

  10.1021/jm00100a028
• 作为产物：
  描述：

  1-苄基-3-吡咯啉 在 三氟化硼乙醚 、 甲基(三氟甲基)-1,3-二环氧丙烷 作用下， 生成 3-苄基-6-氧杂-3-氮杂双环[3.1.0]己烷
  参考文献：
  名称：

  Use of dioxiranes for the chemoselective oxidation of tertiary amines bearing alkene moieties

  摘要：

  通过用二甲基二氧环烷或甲基（氟三氟甲基）二氧环烷处理相应的胺-氟化硼加合物，实现了对三级胺中烯烃部分的整齐且高产率的化学选择性环氧化反应。

  DOI：

  10.1039/c39950000293

文献信息

• Enantioselective Cross-Coupling of <i>meso</i>-Epoxides with Aryl Halides
  作者：Yang Zhao、Daniel J. Weix

  DOI：10.1021/jacs.5b01909

  日期：2015.3.11

  The first enantioselective cross-electrophile coupling of aryl bromides with meso-epoxides to form trans-β-arylcycloalkanols is presented. The reaction is catalyzed by a combination of (bpy)NiCl2 and a chiral titanocene under reducing conditions. Yields range from 57 to 99% with 78–95% enantiomeric excess. The 30 examples include a variety of functional groups (ether, ester, ketone, nitrile, ketal

  首次提出了芳基溴化物与内消旋环氧化物形成反式-β-芳基环烷醇的对映选择性交叉亲电偶联。该反应由(bpy)NiCl 2 和手性二茂钛在还原条件下的组合催化。产率范围为 57% 至 99%，对映体过量为 78-95%。这 30 个例子包括各种官能团（醚、酯、酮、腈、缩酮、三氟甲基、磺酰胺、磺酸酯）、芳基和乙烯基卤化物以及五至七元环。一氧化环辛烯向芳基[3.3.0]双环辛醇的转化强烈暗示了碳自由基的中介作用。
• 7-(1-pyrrolidinyl)-3-quinolone- and -naphthyridonecarboxylic acid
  申请人：Bayer Aktiengesellschaft

  公开号：US04990517A1

  公开（公告）日：1991-02-05

  7-(1-Pyrrolidinyl)-3-quinolone- and -naphthyridonecarboxylic acid derivatives as antibacterial agents and feed additives, of the formula ##STR1## in which X.sup.1 is halogen, X.sup.2 is hydrogen, halogen, amino or other radical, R.sup.1 is alkyl, cycloalkyl, optionally substituted phenyl or other radical, R.sup.2 is hydrogen, alkyl or a dioxolylmethyl radical, R.sup.3 is ##STR2## A is N, CH, C-halogen, or the like, or forms a bridge with R.sup.1, and addition products thereof.

  7-(1-吡咯啉基)-3-喹啉基-和-萘啉基羧酸衍生物作为抗菌剂和饲料添加剂，其化学式为##STR1##其中X.sup.1为卤素，X.sup.2为氢、卤素、氨基或其他基团，R.sup.1为烷基、环烷基、可选择取代的苯基或其他基团，R.sup.2为氢、烷基或二氧杂环丙基基团，R.sup.3为##STR2##A为N、CH、C-卤素或类似物，或与R.sup.1形成桥梁的结合物。
• Kinase inhibitor compounds
  申请人：Liang Congxin

  公开号：US20090076005A1

  公开（公告）日：2009-03-19

  The invention relates to compounds, compositions comprising the compounds, and methods of using the compounds and compound compositions. The compounds, compositions, and methods described herein can be used for the therapeutic modulation of kinase-mediated processes, and treatment of disease and disease symptoms, particularly those mediated by certain kinase enzymes.

  这项发明涉及化合物、包含这些化合物的组合物，以及使用这些化合物和化合物组合物的方法。本文描述的化合物、组合物和方法可用于治疗激酶介导的过程，并治疗疾病和疾病症状，特别是那些由特定激酶酶介导的症状。
• Tricyclic triazolic compounds
  申请人：Laboratorios del Dr. Esteve S.A.

  公开号：EP2070933A1

  公开（公告）日：2009-06-17

  The present invention relates to new tricyclic triazolic compounds having a high affinity for sigma-1 receptor as well as to the process for the preparation thereof, to composition comprising them and to their use as medicaments according to compounds of formula (I) Wherein R1 and R2 are as defined in the description.

  本发明涉及具有高亲和力的新三环三唑化合物与sigma-1受体的关系，以及其制备过程，包括它们的组成物和根据式(I)化合物的用途。 其中R1和R2如描述中所定义。
• Nickel(II)-Catalyzed Synthesis of Sulfinates from Aryl and Heteroaryl Boronic Acids and the Sulfur Dioxide Surrogate DABSO
  作者：Pui Kin Tony Lo、Yiding Chen、Michael C. Willis

  DOI：10.1021/acscatal.9b04363

  日期：2019.12.6

  We report a redox-neutral Ni(II)-catalyzed sulfination of readily available aryl and heteroaryl boronic acids. Using the combination of commercially available, air-stable NiBr2·(glyme), a commercially available phenanthroline ligand, and DABSO, boronic acids are efficiently converted to the corresponding sulfinate salts, which can be further elaborated to valuable sulfonyl-containing groups, including

  我们报告易于获得的芳基和杂芳基硼酸的氧化还原中性Ni（II）催化的硫化。使用市售的，空气稳定的NiBr 2 ·（甘醇二甲醚），市售的菲咯啉配体和DABSO的组合，硼酸可以有效地转化为相应的亚磺酸盐，可以进一步精加工成有价值的含磺酰基基团，包括砜，磺酰胺，磺酰氟和磺酸酯。催化剂的加入量可以以克为单位降低至2.5摩尔％。这种实际上简单的方案可耐受前所未有的药学上相关的和电子贫（杂）芳基硼酸，可直接合成活性药物成分。