2-Acetoxy-2-ethyl-buttersaeure-chlorid | 57865-36-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: 2-Acetoxy-2-ethyl-buttersaeure-chlorid
• 英文别名: α-Acetoxy-α-ethyl-buttersaeure-chlorid；α-Acetoxy-α-aethyl-buttersaeurechlorid；2-acetoxy-2-ehtylbutanoyl chloride；3-Carbonochloridoylpentan-3-yl acetate
• CAS: 57865-36-8
• 化学式: C₈H₁₃ClO₃
• 分子量: 192.642
• InChiKey: BGUFLYZMUUPCON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Acetoxy-2-ethyl-buttersaeure-chlorid 在 吡啶 、 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 11.0h， 生成 1,3-dipropyl-8-(3-hydroxy-3-pentyl)xanthine
  参考文献：
  名称：

  8-Polycycloalkyl-1,3-dipropylxanthines as potent and selective antagonists for A1-adenosine receptors

  摘要：

  With the aim of characterizing the hydrophobic interactions between xanthines and the A1 receptor site, 1,3-dipropyl-8-substituted xanthines were synthesized. Introduction of a quaternary carbon and the conformationally restricted cyclopentyl moiety into the 8-position of xanthines enhanced the adenosine A1 antagonism. 1,3-Dipropyl-8-(3-noradamantyl)xanthine (42) was identified to be a selective and the most potent A1 receptor antagonist reported to date. Under our structure-activity relationship, the 8-substituent of xanthine antagonists and the N6-substituent of adenosine agonists appears to bind to the same region of the A1 receptor.

  DOI：

  10.1021/jm00083a018
• 作为产物：
  描述：

  α-Acetoxy-α-ethyl-buttersaeure 在 氯化亚砜 作用下， 以 吡啶 为溶剂， 反应 0.17h， 生成 2-Acetoxy-2-ethyl-buttersaeure-chlorid
  参考文献：
  名称：

  8-Polycycloalkyl-1,3-dipropylxanthines as potent and selective antagonists for A1-adenosine receptors

  摘要：

  With the aim of characterizing the hydrophobic interactions between xanthines and the A1 receptor site, 1,3-dipropyl-8-substituted xanthines were synthesized. Introduction of a quaternary carbon and the conformationally restricted cyclopentyl moiety into the 8-position of xanthines enhanced the adenosine A1 antagonism. 1,3-Dipropyl-8-(3-noradamantyl)xanthine (42) was identified to be a selective and the most potent A1 receptor antagonist reported to date. Under our structure-activity relationship, the 8-substituent of xanthine antagonists and the N6-substituent of adenosine agonists appears to bind to the same region of the A1 receptor.

  DOI：

  10.1021/jm00083a018

文献信息

• Chemical compounds and their use to elevate pyruvate dehydrogenase activity
  申请人：AstraZeneca AB

  公开号：US06369273B1

  公开（公告）日：2002-04-09

  The use of a compound of the formula (I): wherein: ring C is phenyl or carbon-linked heteroaryl selected from pyridyl, pyrazinyl, pyrimidinyl and pyridazinyl; and wherein said phenyl or heteroaryl is substituted as defined herein; A—B is selected from NHCO, OCH2, SCH2, NHCH2, trans-vinylene, and ethynylene; R1 is linked to ring C at a carbon ortho to the position of A—B attachment and is defined herein; n is 1 or 2; R2 and R3 are alkyl, haloalkyl or together from cycloalkyl or halocycloalkyl as defined herein; in the manufacture of a medicament for use in the elevation of PDH activity in warm-blooded animals such as humans is described. Salts and esters of compounds of formula (I) are also described.

  该化合物的使用公式（I）：其中：环C为苯基或碳链杂环芳基，选择自吡啶基、吡嗪基、嘧啶基和吡啶并吡嗪基；所述苯基或杂环芳基如本文所定义被取代；A—B选择自NHCO、OCH2、SCH2、NHCH2、反式乙烯基和乙炔基；R1与环C连接在与A—B连接位置的邻位碳上，如本文所定义；n为1或2；R2和R3为烷基、卤代烷基或如本文所定义的环烷基或卤代环烷基；描述了制造用于提高温血动物（如人类）PDH活性的药物。还描述了公式（I）化合物的盐和酯。
• Method for the synthesis of 2',3'-dideoxy-2',3'-didehydronucleosides
  申请人：——

  公开号：US20020198224A1

  公开（公告）日：2002-12-26

  The present invention is an efficient synthetic route to 2′,3′-dideoxy-2′,3 ′-didehydro-nucleosides from available precursors with the option of introducing functionality as needed, such as, the 2′,3′-dideoxy and 2′- or 3′-deoxyribo-nucleoside analogs as well as additional derivatives obtained by subsequent functional group manipulations. Briefly, the present invention discloses a method for the preparation of &bgr;-D and &bgr;-L-2′,3′-dideoxy-2′,3′-didehydro-nucleosides starting from appropriately substituted ribonucleosides in two, optionally three steps: Step (1) a haloacylation, such as haloacetylation, and in particular, bromoacetylation; Step (2) a reductive elimination; and optionally, Step (3) a deprotection. The haloacylation of step (1) can form the 2′-acyl-3′-halonucleoside, the 3′-acyl-2′-halonucleoside, or a mixture thereof.

  本发明提供了一种高效的合成路线，可以从可用的前体物开始合成2'，3'-二脱氧-2'，3'-二脱氢核苷，同时可以根据需要引入功能，例如2'，3'-二脱氧和2'-或3'-脱氧核糖核苷类似物以及通过后续的官能团操作获得的额外衍生物。简而言之，本发明揭示了一种制备β-D和β-L-2'，3'-二脱氧-2'，3'-二脱氢核苷的方法，从适当取代的核糖核苷开始，在两个可选的步骤中进行：步骤（1）卤代酰化，例如卤代乙酰化，特别是溴代乙酰化；步骤（2）还原消除；可选地，步骤（3）去保护基。步骤（1）的卤代酰化可以形成2'-酰基-3'-卤代核苷，3'-酰基-2'-卤代核苷或它们的混合物。
• 273. Derivatives of 6-aminopenicillanic acid. Part II. Trisubstituted acetyl derivatives
  作者：E. G. Brain、F. P. Doyle、K. Hardy、A. A. W. Long、M. D. Mehta、D. Miller、J. H. C. Nayler、M. J. Soulal、E. R. Stove、G. R. Thomas

  DOI：10.1039/jr9620001445

  日期：——
• Ruechardt,C.; Brinkmann,H., Chemische Berichte, 1975, vol. 108, p. 3224 - 3242
  作者：Ruechardt,C.、Brinkmann,H.

  DOI：——

  日期：——
• Ruechardt,C. et al., Chemische Berichte, 1975, vol. 108, p. 3210 - 3223
  作者：Ruechardt,C. et al.

  DOI：——

  日期：——