| 854139-82-5

• 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
• CAS: 854139-82-5
• 化学式: C₁₁H₁₅NO₇S
• 分子量: 305.309
• InChiKey: YAQWAONDFOTWGV-SFYZADRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.18
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  107.05
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  在 dimethyl sulfide borane 、 碳酸氢钠 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醚 、 二氯甲烷 、 水 为溶剂， 反应 25.0h， 生成 (3,3-dimethyl-4,4,7-trioxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl)acetaldehyde
  参考文献：
  名称：

  Synthesis and Evaluation of 3-(Carboxymethylidene)- and 3-(Carboxymethyl)penicillinates as Inhibitors of β-Lactamase

  摘要：

  Penicillin-resistant bacteria can often be treated through the co-administration of an antibiotic and a-lactamase inhibitor. Current inhibitors target only class A beta-lactamases. We report two new series of C3-modified penicillin sulfones, having either a simple methylene group (i.e., a homologue) or exocyclic unsaturation between the thiazolidine ring and the C3 carboxylate. The homologue has 10-fold better activity against a class C beta-lactamase than does sulbactam itself. By contrast, the exocyclic C3 unsaturated compounds are less active.

  DOI：

  10.1021/jo050004s
• 作为产物：
  描述：

  6,6-二溴青霉烷酸 在 盐酸 、 potassium permanganate 、 磷酸 、 magnesium 、 三乙胺 作用下， 以 二氯甲烷 、 水 、 乙酸乙酯 为溶剂， 反应 12.08h， 生成
  参考文献：
  名称：

  Synthesis and Evaluation of 3-(Carboxymethylidene)- and 3-(Carboxymethyl)penicillinates as Inhibitors of β-Lactamase

  摘要：

  Penicillin-resistant bacteria can often be treated through the co-administration of an antibiotic and a-lactamase inhibitor. Current inhibitors target only class A beta-lactamases. We report two new series of C3-modified penicillin sulfones, having either a simple methylene group (i.e., a homologue) or exocyclic unsaturation between the thiazolidine ring and the C3 carboxylate. The homologue has 10-fold better activity against a class C beta-lactamase than does sulbactam itself. By contrast, the exocyclic C3 unsaturated compounds are less active.

  DOI：

  10.1021/jo050004s

文献信息

• Functional derivatives of 4-oxoazetidine-2-sulfinic acids in asymmetric synthesis of 2-azacepham sulfoxides and their transformation
  作者：Jure J. Herak、Mladen Vinković、Irena Lukić

  DOI：10.1016/0040-4020(95)98705-m

  日期：1995.4

  presence of dry hydrogen chloride followed by triethylamine. The cyclization accrued via equilibrated mixtures of sulfinyl chlorides , which presence was confirmed by chemical transformations. The absolute configuration of the sulfinic acid 9a as a product of their hydrolysis was determinate by a single crystal X-ray analysis.

  对映体纯的2-氮杂庚烷亚砜2a是在干燥的氯化氢，然后是三乙胺的存在下，通过亚砜3或亚磺酰胺8的立体控制的分子内环化反应合成的。环化反应是通过亚磺酰氯的平衡混合物实现的，化学转化证实了该混合物的存在。通过单晶X射线分析确定作为其水解产物的亚磺酸9a的绝对构型。