3-(6-ethanesulfonylpyridin-3-yloxy)-5-hydroxybenzoic acid methyl ester | 752242-65-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(6-ethanesulfonylpyridin-3-yloxy)-5-hydroxybenzoic acid methyl ester
• 英文别名: 3-(6-ethanesulfonyl-pyridin-3-yloxy)-5-hydroxybenzoic acid methyl ester；methyl 3-(6-ethylsulfonylpyridin-3-yl)oxy-5-hydroxybenzoate
• CAS: 752242-65-2
• 化学式: C₁₅H₁₅NO₆S
• 分子量: 337.353
• InChiKey: OERMLTKCBQJOBP-UHFFFAOYSA-N

物化性质

• 沸点：
  583.2±50.0 °C(Predicted)
• 密度：
  1.361±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-(6-ethanesulfonylpyridin-3-yloxy)-5-hydroxybenzoic acid methyl ester 在 水 、 caesium carbonate 、 sodium hydroxide 作用下， 以 N,N-二甲基乙酰胺 、 甲苯 为溶剂， 生成 3-(6-ethylsulfonylpyridin-3-yl)oxy-5-[(2S)-1-tri(propan-2-yl)silyloxypropan-2-yl]oxybenzoic acid
  参考文献：
  名称：

  A Large-Scale Synthesis of Potent Glucokinase Activator MK-0941 via Selective O-Arylation and O-Alkylation

  摘要：

  An efficient, practical preparation of MK-0941, a potent glucokinase activator, is described. Keys to the success of the synthesis are a highly selective mono-O-arylation of methyl 3,5-dihydroxybenzoate with 2-ethanesulfonyl-5-chloropyridine and the choice of a proper protective group for the subsequent S(N)2 O-alkylation. With the thorough understanding of the origins and fate of in-process impurities, the second-generation robust synthesis with a minimum number of operations reproducibly prepares MK-0941 in 56% overall yield with >99% purity.

  DOI：

  10.1021/op200068c
• 作为产物：
  描述：

  3-(6-ethanesulfonyl-pyridin-3-yloxy)-5-methoxymethoxybenzoic acid methyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以85%的产率得到3-(6-ethanesulfonylpyridin-3-yloxy)-5-hydroxybenzoic acid methyl ester
  参考文献：
  名称：

  HETEROARYLCARBAMOYLBENZENE DERIVATIVE

  摘要：

  公开号：

  EP1600442B1

文献信息

• METHOD FOR PRODUCING PYRAZOL-3-YL-BENZAMIDE DERIVATIVE
  申请人：Asakawa Kenichi

  公开号：US20100222394A1

  公开（公告）日：2010-09-02

  The present invention provides a more efficient industrial method for producing a pyrazol-3-yl-benzamide derivative expressed by a formula useful as medicine: wherein R 2 , R 3 and R 4 each independently represent a lower alkyl group.

  本发明提供了一种更有效的工业生产方法，用于生产一种表示为以下公式的作为药物有用的吡唑-3-基苯甲酰胺衍生物： 其中R2、R3和R4分别独立地表示较低的烷基基团。
• Heteroarylcarbamoylbenzene derivative
  申请人：IIno Tomoharu

  公开号：US20060167053A1

  公开（公告）日：2006-07-27

  Compounds represented by formula (I): as well as their pharmaceutically acceptable salts are disclosed. The compounds are useful as glucokinase activating agents for the treatment of diabetes and related conditions. Compositions and methods of treatment are also included.

  公式（I）所代表的化合物及其药学上可接受的盐被披露。这些化合物可用作激活葡萄糖激酶的药剂，用于治疗糖尿病及相关疾病。还包括治疗组合物和方法。
• Heteroarylcarbamoylbenzene derivatives
  申请人：Iino Tomoharu

  公开号：US20090018056A1

  公开（公告）日：2009-01-15

  Compounds having glucokinase activating effects and being useful as treatments for diabetes, which are represented by the following formula (I): [wherein X 1 represents oxygen, etc., X 2 represents oxygen, etc., R 1 represents a group on Ring A such as alkylsulfonyl, etc., R 2 represents C3-7 cyclic alkyl optionally substituted with a halogen, etc., R 3 represents a substituent on Ring B such as lower alkyl, etc., formula (II): [Chemical Formula 1] represents 6- to 10-membered aryl, etc., and formula (III): [Formula 1] represents monocyclic or bicyclic heteroaryl optionally having on Ring B a substituent represented by R 3 above, wherein the carbon atom of Ring B which is bonded to the nitrogen atom of the amide group of formula (I) forms a C═N bond with the nitrogen atom of the ring], as well as their pharmaceutically acceptable salts.

  具有激活葡萄糖激酶效果且可用作糖尿病治疗的化合物，其化学式如下（I）：[其中X1代表氧等，X2代表氧等，R1代表环A上的基团，例如烷基磺酰等，R2代表C3-7环状烷基，可选择地被卤素等取代，R3代表环B上的取代基，例如低烷基等，化学式（II）：[化学式1]代表6到10成员芳基等，化学式（III）：[化学式1]代表单环或双环杂芳基，可选择地在环B上具有由上述R3代表的取代基，其中环B的碳原子与化学式（I）的酰胺基团的氮原子形成C═N键与环的氮原子结合]，以及其药学上可接受的盐。
• Org. Process Res. Dev. 2011, 15, 824-830
  作者：

  DOI：——

  日期：——
• US7432287B2
  申请人：——

  公开号：US7432287B2

  公开（公告）日：2008-10-07