5-bromo-4-methoxy-3-methyl-2(5H)-furanone | 129043-67-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 5-bromo-4-methoxy-3-methyl-2(5H)-furanone
• 英文别名: 5-Bromo-2,5-dihydro-4-methoxy-3-methyl-2-oxofuran；2-bromo-3-methoxy-4-methyl-2H-furan-5-one
• CAS: 129043-67-0
• 化学式: C₆H₇BrO₃
• 分子量: 207.024
• InChiKey: JWFQRHCTLXWBKF-UHFFFAOYSA-N

物化性质

• 沸点：
  317.3±42.0 °C(Predicted)
• 密度：
  1?+-.0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-bromo-4-methoxy-3-methyl-2(5H)-furanone 、 3-oxo-2-phthalimido-propionic acid methyl ester 在 potassium tert-butylate 作用下， 生成 methyl 2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-3-(3-methoxy-4-methyl-5-oxo-2,5-dihydrofuran-2-yloxy)acrylate
  参考文献：
  名称：

  N-Phthaloylglycine-Derived Strigol Analogues. Influence of the D-Ring on Seed Germination Activity of the Parasitic Weeds Striga hermonthica and Orobanche crenata

  摘要：

  Several strigol analogues with modifications in the D-ring were synthesized and assayed for germination stimulatory activity of seeds of Striga hermonthica and Orobanche crenata. All of these D-ring analogues are derived from N-phthaloylglycine as the common ABC-fragment. It was concluded that the correct structure of the 2(5H)-furanone D-ring is essential to retain full biological activity.

  DOI：

  10.1021/jf9604652
• 作为产物：
  描述：

  5-hydroxy-4-methoxy-3-methyl-furan-2(5H)-one 、 三溴化磷 在 吡啶 作用下， 以 乙醚 为溶剂， 生成 5-bromo-4-methoxy-3-methyl-2(5H)-furanone
  参考文献：
  名称：

  Cephalosporin derivatives

  摘要：

  公开了具有以下结构的.beta.-内酰胺类抗生素（Ia）或其药学上可接受的盐或体内可水解酯：其中R.sup.1为氢、甲氧基或甲酰氨基；R.sup.2为酰基，特别是抗菌活性头孢菌素的酰基；CO.sub.2R.sup.6为羧基或羧酸根离子；R.sup.4为丁烯内酯或丁醇内酯环，可选择地由一个或两个烷基、二烷基氨基、烷氧基、羟基或芳基取代，这些基团可以相同也可以不同，或者其中可供取代的两个相邻碳原子定义芳香融合双环系统的共轭键；X为S、SO、SO.sub.2、O或CH.sub.2；并且与R.sup.4相邻的虚线表示可选的双键。公开了用于制备化合物的方法以及其中使用的中间体。

  公开号：

  US05064649A1

文献信息

• Cephalosporin compounds, process for their preparation and pharmaceutical compositions
  申请人：BEECHAM GROUP PLC

  公开号：EP0359536A2

  公开（公告）日：1990-03-21

  β-Lactam antibiotics of the formula (Ia) or a pharmaceutically acceptable salt or pharmaceutically acceptable in vivo hydrolysable ester thereof are disclosed: wherein R¹ is hydrogen, methoxy or formamido; R² is an acyl group, in particular that of an antibacterially active cephalosporin; CO₂R⁶ is a carboxy group or a carboxylate anion; R⁴ is a butenolide or butanolide ring, optionally substituted by one or two alkyl, dialkylamino, alkoxy, hydroxy, halogen or aryl groups, which may be the same or different, or, wherein two adjacent carbon atoms which are available for substitution define the common bond of an aromatic fused bicyclic system; X is S,SO,SO₂,O or CH₂; and the dashed line adjacent to R⁴ represents an optional double bond. Processes for the preparation of compounds together with intermediates for use therein are disclosed.

  本发明公开了式(Ia)的β-内酰胺类抗生素或其药学上可接受的盐或药学上可接受的体内可水解酯： 其中 R¹ 是氢、甲氧基或甲酰胺基； R² 是酰基，特别是抗菌活性头孢菌素的酰基； CO₂R⁶ 是羧基或羧酸阴离子； R⁴ 是丁烯内酯或丁内酯环，可选择被一个或两个烷基、二烷基氨基、烷氧基、羟基、卤素或芳基取代，这些基团可以是相同的或不同的，或者，其中两个相邻的碳原子可被取代，它们定义了芳香族融合双环系统的公共键； X 是 S、SO、SO₂、O 或 CH₂；R⁴ 旁的虚线代表任选双键。 本发明公开了化合物及其中间体的制备方法。
• US5064649A
  申请人：——

  公开号：US5064649A

  公开（公告）日：1991-11-12
• <i>N</i>-Phthaloylglycine-Derived Strigol Analogues. Influence of the D-Ring on Seed Germination Activity of the Parasitic Weeds <i>Striga hermonthica</i> and <i>Orobanche crenata</i>
  作者：Jan Willem J. F. Thuring、Harry H. Bitter、Margreet M. de Kok、Gérard H. L. Nefkens、Annemiek M. D. A. van Riel、Binne Zwanenburg

  DOI：10.1021/jf9604652

  日期：1997.6.1

  Several strigol analogues with modifications in the D-ring were synthesized and assayed for germination stimulatory activity of seeds of Striga hermonthica and Orobanche crenata. All of these D-ring analogues are derived from N-phthaloylglycine as the common ABC-fragment. It was concluded that the correct structure of the 2(5H)-furanone D-ring is essential to retain full biological activity.
• Cephalosporin derivatives
  申请人：Beecham Group p.l.c.

  公开号：US05064649A1

  公开（公告）日：1991-11-12

  .beta.-Lactam antibiotics of the formula (Ia) or a pharmaceutically acceptable salt or pharmaceutically acceptable in vivo hydrolysable ester thereof are disclosed: ##STR1## wherein R.sup.1 is hydrogen, methoxy or formamido; R.sup.2 is a acyl group, in particular that of an antibacterially active cephalosporin; CO.sub.2 R.sup.6 is carboxy group or a carboxylate anion; R.sup.4 is a butenolide or butanolide ring, optionally substituted by one or two alkyl, dialkylamino, alkoxy, hydroxy or aryl groups, which may be the same or different, or, wherein two adjacent carbon atoms which are available for substitution define the common bond of an aromatic fused bicyclic system; X is S, SO, SO.sub.2, O or CH.sub.2 ; and the dashed line adjacent to R.sup.4 represents an optional double bond. Processes for the preparation of compounds together with intermediates for use therein are disclosed.

  公开了具有以下结构的.beta.-内酰胺类抗生素（Ia）或其药学上可接受的盐或体内可水解酯：其中R.sup.1为氢、甲氧基或甲酰氨基；R.sup.2为酰基，特别是抗菌活性头孢菌素的酰基；CO.sub.2R.sup.6为羧基或羧酸根离子；R.sup.4为丁烯内酯或丁醇内酯环，可选择地由一个或两个烷基、二烷基氨基、烷氧基、羟基或芳基取代，这些基团可以相同也可以不同，或者其中可供取代的两个相邻碳原子定义芳香融合双环系统的共轭键；X为S、SO、SO.sub.2、O或CH.sub.2；并且与R.sup.4相邻的虚线表示可选的双键。公开了用于制备化合物的方法以及其中使用的中间体。