N-methoxy-N-methyl-2-(tetrahydro-pyran-2-yloxy)-acetamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: N-methoxy-N-methyl-2-(tetrahydro-pyran-2-yloxy)-acetamide
• 英文别名: N-methoxy-N-methyl-2-(oxan-2-yloxy)acetamide
• 化学式: C₉H₁₇NO₄
• 分子量: 203.238
• InChiKey: WELHOXBMALGFCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-氟吡啶 、 N-methoxy-N-methyl-2-(tetrahydro-pyran-2-yloxy)-acetamide 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 以65%的产率得到1-(2-fluoro-pyridin-3-yl)-2-(tetrahydro-pyran-2-yloxy)-ethanone
  参考文献：
  名称：

  Expedient Synthesis of 3-Alkoxymethyl- and 3-Aminomethyl-Pyrazolo[3,4-b]pyridines

  摘要：

  An effective strategy has been developed for the preparation of 3-alkoxymethyl-pyrazolo[3,4-b]pyridines, compounds that are currently not readily accessible by existing synthetic methods. Further manipulation of these compounds allows for access to 3-alkoxymethyl-pyrazolo[3,4-b]pyridines with a variety of substitution patterns as well as 3-aminomethyl-pyrazolo[3,4-b]pyridines.

  DOI：

  10.1021/jo802363q
• 作为产物：
  描述：

  四氢吡喃 、 2-hydroxy-N-methoxy-N-methylacetamide 在 4-甲基苯磺酸吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 19.0h， 以100%的产率得到N-methoxy-N-methyl-2-(tetrahydro-pyran-2-yloxy)-acetamide
  参考文献：
  名称：

  PROCESS FOR THE PREPARATION OF A GLUCOKINASE ACTIVATOR COMPOUND

  摘要：

  本发明涉及一种制备式I化合物的方法，其中R1为C1-6烷基，R2为氢或卤素。式I的(R)-2-苯基丙酸衍生物是合成式Xa的5-取代吡嗪或吡啶葡萄糖激酶激活剂的关键中间体，这些激活剂有可能用于治疗和/或预防II型糖尿病。

  公开号：

  US20110054174A1

文献信息

• [EN] PROCESS FOR THE PREPARATION OF A GLUCOKINASE ACTIVATOR COMPOUND<br/>[FR] PROCÉDÉ DE PRÉPARATION D'UN COMPOSÉ ACTIVATEUR DE GLUCOKINASE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2011023706A1

  公开（公告）日：2011-03-03

  The present invention related to a process for the preparation of formula (I), wherein R1 is C1-6-alkyl and R2 is hydrogen or halogen. (R)-2-phenyl propionic acid derivatives of the formula (I) are key intermediates in the synthesis of 5-substituted -pyrazine or pyridine glucokinase activators of the formula (Xa) as disclosed in PCT International Patent Application No. WO 2004/052869 A1, which have the potential to be useful as glucokinase activators are useful for the treatment and/or prophylaxis of type II diabetes.

  本发明涉及一种制备化合物（I）的方法，其中R1为C1-6-烷基，R2为氢或卤素。化合物（I）的(R)-2-苯基丙酸衍生物是5-取代吡啶或吡啶葡萄糖激酶激活剂合成中的关键中间体，如PCT国际专利申请号WO 2004/052869 A1所披露的，这些化合物具有潜力用作葡萄糖激酶激活剂，可用于治疗和/或预防II型糖尿病。
• Microbiological synthesis of variously protected L-glyceraldehydes in high optical purity
  作者：Giuseppe Guanti、Luca Banfi、Enrica Narisano

  DOI：10.1016/s0040-4039(00)84846-7

  日期：1986.1

  Variously protected L-glyceraldehydes have been enantioselectively synthesized through a sequence involving acylation of formylanion equivalents with glycolic acid derivatives followed by baker's yeast mediated reduction of the resulting ketones.

  已经通过涉及以下步骤的对映体选择性地合成了各种保护的L-甘油醛：该序列包括用乙醇酸衍生物酰化甲酰胺根当量，然后由面包酵母介导的所得酮的还原。
• GUANTI G.; BARIFI L.; NARISANO E., TETRAHEDRON LETT., 27,(1986) N 30, 3547-3550
  作者：GUANTI G.、 BARIFI L.、 NARISANO E.

  DOI：——

  日期：——
• PROCESS FOR THE PREPARATION OF A GLUCOKINASE ACTIVATOR COMPOUND
  申请人：Bachmann Stephan

  公开号：US20110054174A1

  公开（公告）日：2011-03-03

  The present invention relates to a process for the preparation of a compound of formula I, wherein R 1 is C 1-6 -alkyl and R 2 is hydrogen or halogen. (R)-2-phenyl propionic acid derivatives of formula I are key intermediates in the synthesis of 5-substituted-pyrazine or pyridine glucokinase activators of the formula Xa, which have the potential to be useful for the treatment and/or prophylaxis of type II diabetes.

  本发明涉及一种制备式I化合物的方法，其中R1为C1-6烷基，R2为氢或卤素。式I的(R)-2-苯基丙酸衍生物是合成式Xa的5-取代吡嗪或吡啶葡萄糖激酶激活剂的关键中间体，这些激活剂有可能用于治疗和/或预防II型糖尿病。
• Expedient Synthesis of 3-Alkoxymethyl- and 3-Aminomethyl-Pyrazolo[3,4-<i>b</i>]pyridines
  作者：Gregory L. Beutner、Jeffrey T. Kuethe、Mary M. Kim、Nobuyoshi Yasuda

  DOI：10.1021/jo802363q

  日期：2009.1.16

  An effective strategy has been developed for the preparation of 3-alkoxymethyl-pyrazolo[3,4-b]pyridines, compounds that are currently not readily accessible by existing synthetic methods. Further manipulation of these compounds allows for access to 3-alkoxymethyl-pyrazolo[3,4-b]pyridines with a variety of substitution patterns as well as 3-aminomethyl-pyrazolo[3,4-b]pyridines.