(S)-3-crotonoyl-4-methyl-2-oxazolidinone | 312714-93-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (S)-3-crotonoyl-4-methyl-2-oxazolidinone
• 英文别名: (4S)-3-[(E)-but-2-enoyl]-4-methyl-1,3-oxazolidin-2-one
• CAS: 312714-93-5
• 化学式: C₈H₁₁NO₃
• 分子量: 169.18
• InChiKey: JEJWSSAYIAUXSE-YUDCMIJISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-3-crotonoyl-4-methyl-2-oxazolidinone 、 天然橡胶 在 氯化二乙基铝 作用下， 生成 (4S*)-3-((4'R*,5'R*)-1',5'-dimethylcyclohexene-4'-carbonyl)-4-methyl-2-oxazolidinone 、 (4S)-3-[(1S,6S)-4,6-dimethylcyclohex-3-ene-1-carbonyl]-4-methyl-1,3-oxazolidin-2-one
  参考文献：
  名称：

  Evans, David A.; Chapman, Kevin T.; Hung, Deborah Tan, Angewandte Chemie, 1987, vol. 99, # 11, p. 1197 - 1199

  摘要：

  DOI：

文献信息

• Lewis Acid-Catalyzed Enantioselective 1,3-Dipolar Cycloadditions of Diazoalkane:  Chiral Ligand/Achiral Auxiliary Cooperative Chirality Control
  作者：Shuji Kanemasa、Toshio Kanai

  DOI：10.1021/ja002670a

  日期：2000.11.1
• EVANS, DAVID A.;CHAPMAN, KEVIN T.;HUNG, DEBORAH TAN;KAWAGUCHI, ALAN T., ANGEW. CHEM., 99,(1987) N 11, 1197-1199
  作者：EVANS, DAVID A.、CHAPMAN, KEVIN T.、HUNG, DEBORAH TAN、KAWAGUCHI, ALAN T.

  DOI：——

  日期：——
• EVANS, D. A.;CHAPMAN, K. T.;BISAHA, J., J. AMER. CHEM. SOC., 110,(1988) N 4, 1238-1256
  作者：EVANS, D. A.、CHAPMAN, K. T.、BISAHA, J.

  DOI：——

  日期：——
• Intermediates useful in the preparation of halichondrin compounds and methods for preparing the same
  申请人：BEIJING TIENYI LUFU PHARMATECH CO. LTD.

  公开号：US20210163509A1

  公开（公告）日：2021-06-03

  The invention relates to intermediates useful in the preparation of halichondrin compounds, methods for preparing the same and use thereof, such as halichondrins, eribulin, or their analogs. The intermediates, the methods and use thereof are used for the synthesis of the C20-C26 fragment of halichondrin compounds. The raw materials in the synthetic route of the invention are cheap and easily obtained, the sources and the qualities of the raw materials are reliable. The choice of the methods useful in the synthesis of chiral central structures are based on the structural characteristics of the reactants, thus effectively improving the synthesis efficiency, reducing the difficulties and risks of product quality control, and avoiding the use of highly toxic and expensive organotin catalysts to significantly decrease costs and improve environmental friendliness.