2-methoxy-N-((R)-3,4-dihydro-2H-chromen-4-yl)acetamide | 730980-58-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-methoxy-N-((R)-3,4-dihydro-2H-chromen-4-yl)acetamide
• 英文别名: N-[(4R)-4-chromanyl]-2-methoxyacetamide；N-[(4R)-3,4-dihydro-2H-chromen-4-yl]-2-methoxyacetamide
• CAS: 730980-58-2
• 化学式: C₁₂H₁₅NO₃
• 分子量: 221.256
• InChiKey: SRYHJMCTOGEFDO-SNVBAGLBSA-N

物化性质

• 熔点：
  137-138 °C
• 沸点：
  399.9±42.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methoxy-N-((R)-3,4-dihydro-2H-chromen-4-yl)acetamide 在 盐酸 、 水 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 (R)-苯并二氢吡喃-4-胺盐酸盐
  参考文献：
  名称：

  Amino-1,3,5-triazines N-substituted with chiral bicyclic radicals, process for their preparation, compositions thereof, and their use as herbicides and plant growth regulators

  摘要：

  氨基-1,3,5-三嗪经手性双环基团N-取代，其制备方法，组合物及其作为除草剂和植物生长调节剂的用途。该发明涉及化学式(I)或其盐的光学活性化合物：其中各符号如描述中定义，其制备方法，组合物及其作为除草剂或植物生长调节剂的用途。该发明还涉及描述中定义的化学式(III)、(V)和(XIII)的新中间体。

  公开号：

  US20040157739A1
• 作为产物：
  描述：

  3,4-二氢-2H-苯并吡喃-4-胺 、 甲氧基乙酸异丙酯 在 sodium carbonate 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以96%的产率得到2-methoxy-N-((R)-3,4-dihydro-2H-chromen-4-yl)acetamide
  参考文献：
  名称：

  Fast racemization and dynamic kinetic resolution of primary benzyl amines

  摘要：

  We prepared a Pd nanocatalyst (average diameter of Pd nanoparticles = 1.73 nm) displaying a remarkable activity for the racemization and dynamic kinetic resolution (DKR) of 1-methylbenzylamine. It was eight times more active than the previous best. The DKR of 1-methylbenzylamine with the Pd nanocatalyst (2 mol %) in the presence of a thermostable lipase (Novozym 435) was complete in 6 h at 70 degrees C. The DKRs of other benzyl amines also proceeded to completion in 6 h under similar conditions except the amount of Pd nanocatalyst. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.08.050

文献信息

• Dynamic Kinetic Resolution of Primary Amines with a Recyclable Pd Nanocatalyst for Racemization
  作者：Mahn-Joo Kim、Won-Hee Kim、Kiwon Han、Yoon Kyung Choi、Jaiwook Park

  DOI：10.1021/ol070130d

  日期：2007.3.1

  A practical procedure for the dynamic kinetic resolution (DKR) of primary amines has been developed. This procedure employs a palladium nanocatalyst as the racemization catalyst, a commercial lipase (Novozym-435) as the resolution catalyst, and ethyl acetate or ethyl methoxyacetate as the acyl donor. Eleven primary amines and one amino acid amide have been efficiently resolved with good yields (85-99%)

  已经开发了伯胺动态动力学拆分（DKR）的实用程序。该方法采用钯纳米催化剂作为消旋催化剂，商业脂肪酶（Novozym-435）作为拆分催化剂，乙酸乙酯或甲氧基乙酸乙酯作为酰基供体。11种伯胺和一种氨基酸酰胺已得到有效拆分，收率良好（85-99％），对映体过量也很高（97-99％）。[反应：看文字]
• Amino-1,3,5-triazines N-substituted with chiral bicyclic radicals, process for their preparation, compositions thereof, and their use as herbicides and plant growth regulators.
  申请人：Bayer CropScience AG

  公开号：EP2305655A2

  公开（公告）日：2011-04-06

  Amino-1,3,5-triazines N-substituted with chiral bicyclic radicals, process for their preparation, compositions thereof, and their use as herbicides and plant growth regulators. The invention relates to an optically active compound of formula (I) or a salt thereof: wherein the various symbols are as defined in the description, to proceses for their preparation, to compositions thereof, and to their use as herbicides or plant growth regulators. The invention also relates to novel intermediates of formula (III), (V) and (XIII) as defined in the description.

  N-取代手性双环基的氨基-1,3,5-三嗪、其制备工艺、其组合物及其作为除草剂和植物生长调节剂的用途。 本发明涉及一种具有光学活性的式 (I) 化合物或其盐： 其中各种符号如描述中所定义，涉及其制备工艺、其组合物及其作为除草剂或植物生长调节剂的用途。本发明还涉及如描述中所定义的式 (III)、(V) 和 (XIII) 的新型中间体。
• Asymmetric Reductive Acylation of Aromatic Ketoximes by Enzyme-Metal Cocatalysis
  作者：Kiwon Han、Jaiwook Park、Mahn-Joo Kim

  DOI：10.1021/jo800270n

  日期：2008.6.1

  We have developed an efficient procedure for the asymmetric synthesis of chiral amides from ketoximes. This one-pot procedure employs two different types of catalysts, Pd nanocatalyst and lipase, for three consecutive transformations including hydrogenation, racemization, and acylation. Eight ketoximes have been efficiently transformed to the corresponding amides in good yields (83-92%) and high enantiomeric excesses (93-98%).
• AMINO 1, 3, 5-TRIAZINES N-SUBSTITUTED WITH CHIRAL BICYCLIC RADICALS, PROCESS FOR THEIR PREPARATION, COMPOSITIONS THEREOF AND THEIR USE AS HERBICIDES AND PLANT GROWTH REGULATORS
  申请人：Bayer CropScience GmbH

  公开号：EP1592674A1

  公开（公告）日：2005-11-09
• Method for Preparing Optically Active Amines
  申请人：Kim Mahn-Joo

  公开号：US20090035830A1

  公开（公告）日：2009-02-05

  The present invention relates to a method of preparing optically active amines and chiral amines prepared thereby. The method includes reacting an amine compound, a metal catalyst, a biocatalyst including a lipase, and an acyl donor compound in an organic solvent to obtain a chiral amide compound, and then hydrolyzing the chiral amide compound to obtain a chiral amine.