2-[acetoxy(5-phenylisoxazol-3-yl)methyl]acrylic acid methyl ester | 798555-60-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-[acetoxy(5-phenylisoxazol-3-yl)methyl]acrylic acid methyl ester
• 英文别名: Methyl 2-[acetyloxy-(5-phenyl-1,2-oxazol-3-yl)methyl]prop-2-enoate
• CAS: 798555-60-9
• 化学式: C₁₆H₁₅NO₅
• 分子量: 301.299
• InChiKey: XBONGBSYCRYDSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  78.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[acetoxy(5-phenylisoxazol-3-yl)methyl]acrylic acid methyl ester 在 三乙烯二胺 、 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.5h， 以86%的产率得到2-(5-phenylisoxazol-3-ylmethyl)acrylic acid methyl ester
  参考文献：
  名称：

  Simple and Efficient Synthesis of Substituted 2-Pyrrolidinones, 2-Pyrrolones, and Pyrrolidines from Enaminones of Baylis−Hillman Derivatives of 3-Isoxazolecarbaldehydes^,

  摘要：

  The enaminones, generated from derivatives of appropriately substituted Baylis-Hillman adducts of 3-isoxazolecarbaldehydes, undergo intramolecular ring-closure reactions to afford substituted 2-pyrrolidinones, 1,5-dihydro-2-pyrrolones, and N-substituted pyrrolidines in good yields.

  DOI：

  10.1021/jo048411b
• 作为产物：
  描述：

  乙酰氯 、 2-[hydroxy-(5-phenylisoxazol-3-yl)methyl]acrylic acid methyl ester 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 2-[acetoxy(5-phenylisoxazol-3-yl)methyl]acrylic acid methyl ester
  参考文献：
  名称：

  取代异恶唑甲醛的Baylis-Hillman衍生物的催化加氢研究。Pd-C促进的Baylis-Hillman加合物加氢过程中异恶唑环的异常保留

  摘要：

  给出了在阮内镍和钯-碳存在下从取代的3-，4-和5-异恶唑羧醛及其相应的乙酸盐获得的Baylis-Hillman加合物催化加氢的结果。取代的5- isoxazolecarbaldehydes和在阮内镍的存在下3-isoxazolecarbaldehydes的的Baylis-希尔曼加合物的氢化的配料非对映选择性顺式烯胺酮过抗并在硼酸的存在下有利于非对映选择性的添加剂进一步增强顺式异构体，观察到。Pd–C促进的这些底物的氢化也具有非对映选择性，有利于合成异构体，但不发生异恶唑环的氢解。在该氢化中硼酸作为添加剂的存在对非对映选择性没有显着影响。Raney-Ni介导的取代的4-异恶唑甲醛的Baylis-Hillman加合物的加氢反应产生吡啶酮衍生物，而Pd-C促进的同一底物的加氢反应是非对映选择性的，从而提供了所得产物的反异构体。衍生自3-和5-异恶唑甲醛的Baylis-Hillman加合物的烯胺酮可作为α'-羟基-1

  DOI：

  10.1016/j.tet.2004.08.068

文献信息

• Unusual retention of isoxazole ring under the influence of 3-(substituted nitrophenyl)-2-isoxazoline during catalytic hydrogenation of isoxazoline-substituted isoxazole systems
  作者：Vijay Singh、Samiran Hutait、Gaya P. Yadav、Prakas R. Maulik、Sanjay Batra

  DOI：10.1002/jhet.87

  日期：2009.7

  The cleavage of the isoxazole ring during the Raney-Ni-promoted catalytic hydrogenation is prevented under the influence of 3-(substituted nitrophenyl)-2-isoxazoline in isoxazoline-substituted isoxazole systems produced via 1,3-dipolar cycloaddition either on the Baylis–Hillman derivatives or Grignard products. Unexpectedly, the hydrogenations in these diastereomeric compounds were observed to exclusively

  在阮内镍促进的催化加氢过程中，在3-（取代的硝基苯基）-2-异恶唑啉的影响下，异恶唑环的裂解被阻止，该异恶唑啉取代的异恶唑系统是通过在Baylis上的1，3-偶极环加成生成的异恶唑啉取代的异恶唑系统希尔曼衍生品或格利雅产品。出乎意料的是，观察到这些非对映体化合物中的氢化仅产生产物，其中甲氧基羰基和羟基或乙酰基彼此同义地存在。J.杂环化​​学，（2009）。
• Persistent splenomegaly in an adult female with homozygous sickle cell anemia
  作者：Sompal Singh、Deepak Kumar Singh、Ruchika Gupta、Sonu Nigam、Tejinder Singh

  DOI：10.1080/01650420500328365

  日期：2006.2

  Sickle cell anemia (SCA) is associated with repeated episodes of erythrostasis in the spleen, which lead to thrombosis and infarction of the spleen resulting in "autosplenectomy" which is usually complete by 8 years of age.We present a case of a 22-year-old female who presented with complaints of fever, bone pain and joint swelling. On examination she had pallor, icterus and moderate splenomegaly. Her hemoglobin was 7.5g/dl. Peripheral smear showed many sickled red cells. Slide test for sickling was positive with 2% sodium metabisulphite. Hemoglobin electrophoresis revealed a single band in the hemoglobin S, D, and G region. No band was seen in the HbA & HbA(2) region. HbF level was 0%. USG showed an enlarged spleen with few defined hypoechoeic lesion.We present this case because of rarity of association of homozygous SCA with splenomegaly in this age group, the confusion that echogenic lesions in spleen can create and to emphasize the risk of sequestration crises, which remains in such cases.