benzyl 4,4-dimethoxy-3-oxobutyrate | 182617-55-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl 4,4-dimethoxy-3-oxobutyrate
• 英文别名: Benzyl 4,4-dimethoxy-3-oxobutanoate
• CAS: 182617-55-6
• 化学式: C₁₃H₁₆O₅
• 分子量: 252.267
• InChiKey: CLYYBCYEPIRJCL-UHFFFAOYSA-N

物化性质

• 沸点：
  363.3±32.0 °C(Predicted)
• 密度：
  1.154±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  benzyl 4,4-dimethoxy-3-oxobutyrate 在 palladium dihydroxide 氢气 、 sodium hydride 作用下， 以 乙酸乙酯 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 1.0h， 生成
  参考文献：
  名称：

  α-Dicarbonyls as “non-charged” arginine-directed affinity labels. Novel synthetic routes to α-dicarbonyl analogs of the PP60c-src SH2 domain-targeted phosphopeptide Ac-Tyr(OPO3H2)-Glu-Glu-Ile-Glu

  摘要：

  The phosphopeptide 1 is a potent inhibitor of pp60(c-src) SH2 domain mediated phosphoprotein interactions (IC50 less than or equal to 0.5 mu M), hut lacks cell permeability. The syntheses of its less charged analogs 2 and 3 are described, in which the arginine-binding phosphate group has been substituted with uncharged alpha-dicarbonyl moieties. The chemistry described here may be of general use for the synthesis of other alpha-dicarbonyl compounds. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00349-6
• 作为产物：
  描述：

  1,1-二甲氧基丙酮 、 二苄基碳酸盐[脂] 在 sodium hydride 作用下， 以 1,4-二氧六环 为溶剂， 反应 8.0h， 以87%的产率得到benzyl 4,4-dimethoxy-3-oxobutyrate
  参考文献：
  名称：

  α-Dicarbonyls as “non-charged” arginine-directed affinity labels. Novel synthetic routes to α-dicarbonyl analogs of the PP60c-src SH2 domain-targeted phosphopeptide Ac-Tyr(OPO3H2)-Glu-Glu-Ile-Glu

  摘要：

  The phosphopeptide 1 is a potent inhibitor of pp60(c-src) SH2 domain mediated phosphoprotein interactions (IC50 less than or equal to 0.5 mu M), hut lacks cell permeability. The syntheses of its less charged analogs 2 and 3 are described, in which the arginine-binding phosphate group has been substituted with uncharged alpha-dicarbonyl moieties. The chemistry described here may be of general use for the synthesis of other alpha-dicarbonyl compounds. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00349-6

文献信息

• Synthetic, Mechanistic, and Biological Interrogation of <i>Ginkgo biloba</i> Chemical Space En Route to (−)-Bilobalide
  作者：Robert M. Demoret、Meghan A. Baker、Masaki Ohtawa、Shuming Chen、Ching Ching Lam、Sophia Khom、Marisa Roberto、Stefano Forli、Kendall N. Houk、Ryan A. Shenvi

  DOI：10.1021/jacs.0c08231

  日期：2020.10.28

  Here we interrogate the structurally dense (1.63 mcbits/Å3) GABAA receptor antagonist bilobalide, intermediates en route to its synthesis and related mechanistic questions. 13C isotope labeling identifies an unexpected bromine migration en route to an α-selective, catalytic asymmetric Reformatsky reaction, ruling out an asymmetric allylation pathway. Experiment and computation converge on the driving

  在这里，我们探讨了结构致密 (1.63 mcbits/Å3) GABAA 受体拮抗剂白果内酯、其合成过程中的中间体以及相关的机制问题。 13C 同位素标记可识别出在 α 选择性催化不对称 Reformatsky 反应途中发生的意外溴迁移，从而排除了不对称烯丙基化途径。实验和计算集中于两个令人惊讶的观察结果背后的驱动力。首先，氧杂环丁烷缩醛在浓无机酸中持久存在（1.5 M DCl，溶于 THF-d8/D2O）；其寿命与开环时取代基之间不稳定的空间冲突有关。其次，发现脱羟基白果内酯的区域选择性氧化依赖于通过孤对离域的内酯酸化，这导致极快的分子间烯醇化物平衡。我们还使用 (+)-白果内酯作为阴性对照，建立了 (-)-白果内酯和非惊厥倍半萜 (-)-jiadifenolide 对 GABA 能突触的动作电位独立抑制电流的等效作用。 bilob-alide 的高信息密度使其有别于其他支架，并且可以更
• Dihydropyridine derivative
  申请人：Ajinomoto Co., Inc.

  公开号：US06350762B1

  公开（公告）日：2002-02-26

  Dihydropyridine derivatives of the following formula, analogs thereof and pharmaceutically acceptable salts thereof have an activity of selectively inhibiting the action of N-type calcium channel. They are used as remedies for various diseases relating to the N-type calcium channel.

  以下化学式的二氢吡啶衍生物及其类似物和药学上可接受的盐具有选择性抑制N型钙通道作用的活性。它们被用作治疗与N型钙通道相关的各种疾病的药物。
• NOVEL DIHYDROPYRIDINE DERIVATIVE
  申请人：Ajinomoto Co., Inc.

  公开号：EP1043314A1

  公开（公告）日：2000-10-11

  Dihydropyridine derivatives of the following formula, analogs thereof and pharmaceutically acceptable salts thereof have an activity of selectively inhibiting the action of N-type calcium channel. They are used as remedies for various diseases relating to the N-type calcium channel.

  下式中的二氢吡啶衍生物、其类似物及其药学上可接受的盐类具有选择性抑制 N 型钙通道作用的活性。它们可用于治疗与 N 型钙通道有关的各种疾病。
• US6350762B1
  申请人：——

  公开号：US6350762B1

  公开（公告）日：2002-02-26