(+/-)-2-Acetoxy-2-methyl-buttersaeurechlorid | 2156-73-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (+/-)-2-Acetoxy-2-methyl-buttersaeurechlorid
• 英文别名: 1-Chloro-2-methyl-1-oxobutan-2-yl acetate；(1-chloro-2-methyl-1-oxobutan-2-yl) acetate
• CAS: 2156-73-2
• 化学式: C₇H₁₁ClO₃
• 分子量: 178.616
• InChiKey: QPCRLNXWBBATFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2918199090

反应信息

• 作为反应物：
  描述：

  (+/-)-2-Acetoxy-2-methyl-buttersaeurechlorid 在 吡啶 、 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 11.0h， 生成 1H-嘌呤-2,6-二酮,3,7-二氢-8-(1-羟基-1-甲基丙基)-1,3-二丙基-
  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：

  2-羟基-2-甲基丁酸 在 草酰氯 作用下， 以 苯 为溶剂， 生成 (+/-)-2-Acetoxy-2-methyl-buttersaeurechlorid
  参考文献：
  名称：

  371.一些α-酰氧基酰氯的新反应

  摘要：

  DOI：

  10.1039/jr9640001918

文献信息

• Diastereoselective Synthesis of 2,3,5-Trisubstituted Tetrahydrofurans via Cyclofunctionalization Reactions. Evidence of Stereoelectronic Effects
  作者：Yvan Guindon、François Soucy、Christiane Yoakim、William W. Ogilvie、Louis Plamondon

  DOI：10.1021/jo010873r

  日期：2001.12.1

  The work described herein considers the impact of stereoelectronic effects and allylic 1,3-strain in controlling the cyclofunctionalization reaction when a hydroxyl group is at the allylic position. The stereoelectronic arguments are supported by independent iodocyclization reactions performed using two secondary alcohols. The transition-state pathways involved in these reactions are established through

  本文所述的工作考虑了当羟基位于烯丙基位置时，立体电子效应和烯丙基1，3-菌株在控制环官能化反应中的影响。立体电子学观点得到使用两种仲醇进行的独立碘环化反应的支持。这些反应涉及的过渡态途径是通过相对反应速率的比较建立的。双向方法用于演示碘化反应可区分具有伪C（2）对称轴的分子中的末端的潜力，表明双向合成可用于区分替代的过渡态途径。
• 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。
• 932. Novel reactions of some α-acyloxy-acid halides. Part II. Some further examples
  作者：A. R. Mattocks

  DOI：10.1039/jr9640004840

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

  DOI：——

  日期：——
• 371. Novel reactions of some α-acyloxy acid chlorides
  作者：A. R. Mattocks

  DOI：10.1039/jr9640001918

  日期：——