(2S)-N-methoxy-N,2-dimethylpentanamide | 378188-51-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2S)-N-methoxy-N,2-dimethylpentanamide
• CAS: 378188-51-3
• 化学式: C₈H₁₇NO₂
• 分子量: 159.228
• InChiKey: LTUPPHYMXLFYQI-ZETCQYMHSA-N

物化性质

• 沸点：
  184.3±23.0 °C(Predicted)
• 密度：
  0.927±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S)-N-methoxy-N,2-dimethylpentanamide 在 正丁基锂 、 zinc(II) tetrahydroborate 、 二异丁基氢化铝 作用下， 以 乙醚 、 正己烷 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 (2S,4S,3R,5R,6S)-3,5-dihydroxy-N-methoxy-N,2,4,6-tetramethylnonanamide
  参考文献：
  名称：

  Catalytic, Asymmetric Synthesis of Siphonarienal

  摘要：

  This paper describes the synthesis of the marine natural product, siphonarienal. The key step of this synthesis is an aldol reaction that constructs most of the skeleton and sets all three stereocenters of the target in one step from commercially available starting materials. Deoxygenation and chain homologation steps complete the synthesis.

  DOI：

  10.1021/jo0160367
• 作为产物：
  描述：

  (2S,3R)-3-hydroxy-N-methoxy-N,2-dimethylpentanamide 在 偶氮二异丁腈 、 三正丁基氢锡 、 sodium hydride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 1.33h， 生成 (2S)-N-methoxy-N,2-dimethylpentanamide
  参考文献：
  名称：

  Catalytic, Asymmetric Synthesis of Siphonarienal

  摘要：

  This paper describes the synthesis of the marine natural product, siphonarienal. The key step of this synthesis is an aldol reaction that constructs most of the skeleton and sets all three stereocenters of the target in one step from commercially available starting materials. Deoxygenation and chain homologation steps complete the synthesis.

  DOI：

  10.1021/jo0160367

文献信息

• SYNTHESIS OF AN INTERMEDIATE OF AN ANTIVIRAL COMPOUND
  申请人：ALLEGRINI Pietro

  公开号：US20140148574A1

  公开（公告）日：2014-05-29

  Process for the preparation of a cyclopropylamide compound which is useful as a structural unit in a process for the preparation of a viral protease inhibitor.

  用作病毒蛋白酶抑制剂制备过程中的结构单元的环丙胺化合物的制备过程。
• PROCESSES AND INTERMEDIATES
  申请人：VERTEX PHARMACEUTICALS INCORPORATED

  公开号：US20140107318A1

  公开（公告）日：2014-04-17

  The invention relates to compounds and processes useful for the preparation of protease inhibitors, particularly serine protease inhibitors. The protease inhibitors are useful for treatment of HCV infections.

  该发明涉及化合物和制备蛋白酶抑制剂的过程，特别是丝氨酸蛋白酶抑制剂。这些蛋白酶抑制剂可用于治疗丙型肝炎感染。
• PROCESSES AND INTERMEDIATES FOR PREPARING STERIC COMPOUNDS
  申请人：VERTEX PHARMACEUTICALS INCORPORATED

  公开号：US20130131359A1

  公开（公告）日：2013-05-23

  This invention relates to processes and intermediates for the preparation of an alpha-amino beta-hydroxy acid of Formula 1 wherein the variables R 1 , R′ 1 and R 2 are defined herein and the compound of Formula 1 has an enantiomeric excess (ee) of 55% or greater.

  本发明涉及一种制备公式1中α-氨基β-羟基酸的方法和中间体，其中变量R1、R′1和R2在此处定义，公式1的化合物具有55%或更高的对映体过量（ee）。
• Synthesis and absolute configuration of (S)-(+)-chichimol ketone: the defensive secretion of walking stick Agathemera elegans
  作者：Marlene Espinoza-Moraga、Roxana Cornejo-Morales、Leonardo Silva Santos

  DOI：10.1016/j.tetasy.2009.02.030

  日期：2009.5

  The first enantioselective synthesis of chichimol ketone (4-methyl-1-hepten-3-one) is described and the absolute configuration of the main semiochemical compound is determined as having an (S)-configuration. The synthesis features the use of a ruthenium catalytic asymmetric hydrogenation reaction to introduce chirality into acid 2. The synthetic chichimol ketone (S)-1 displayed a specific rotation that was in accordance with that of the natural product, thereby supporting the (S) configuration for natural chichimol ketone. To assure the correct stereochemical assignment, (S)-1 was converted in the known ketone (S)-5: the main alarm pheromone of the ant Atta texana that is 400 times more active than its (R)enantiomers. (c) 2009 Elsevier Ltd. All rights reserved.
• US8871904B2
  申请人：——

  公开号：US8871904B2

  公开（公告）日：2014-10-28