(2R,3R)-2,3-epoxydecanoic acid | 148407-43-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: (2R,3R)-2,3-epoxydecanoic acid
• 英文别名: (2R-cis)-3-Heptyloxirane carboxylic acid；(2R,3R)-3-heptyloxirane-2-carboxylic acid
• CAS: 148407-43-6
• 化学式: C₁₀H₁₈O₃
• 分子量: 186.251
• InChiKey: JYAJAIKIBSECPS-RKDXNWHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2R,3R)-2,3-epoxydecanoic acid 在 钯 titanium(IV) isopropylate 、 盐酸 、 lithium hydroxide 、 叠氮化锂 、 氢气 、 N,N-二异丙基乙胺 、 焦碳酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 、 溶剂黄146 为溶剂， 反应 57.0h， 生成 (2R,3S)-microginin
  参考文献：
  名称：

  Total synthesis of microginin, an angiotensin-converting enzyme inhibitory pentapeptide from the blue-green alga Microcystis aeruginosa

  摘要：

  Microginin, an angiotensin-converting enzyme inhibitory peptide isolated form the blue-green alga Microcystis aeruginosa, and its three diastereoisomers were efficiently synthesized, which unequivocally established the absolute stereostructure of microginin to be 1d.

  DOI：

  10.1016/s0040-4020(01)89431-x
• 作为产物：
  描述：

  ethyl (2R,3R)-2,3-epoxydecanoate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以99%的产率得到(2R,3R)-2,3-epoxydecanoic acid
  参考文献：
  名称：

  Total synthesis of microginin, an angiotensin-converting enzyme inhibitory pentapeptide from the blue-green alga Microcystis aeruginosa

  摘要：

  Microginin, an angiotensin-converting enzyme inhibitory peptide isolated form the blue-green alga Microcystis aeruginosa, and its three diastereoisomers were efficiently synthesized, which unequivocally established the absolute stereostructure of microginin to be 1d.

  DOI：

  10.1016/s0040-4020(01)89431-x

文献信息

• 2,3-epoxy derivatives as anti retrovital chemotherapeutic agents
  申请人：The United States of America as represented by the Secretary of the

  公开号：US05190969A1

  公开（公告）日：1993-03-02

  The present invention is related to compounds, compositions and methods of treating viral infections. Compounds of the present invention have the following general formula: ##STR1## wherein R is selected from --CH.sub.2 OH, --CO.sub.2 R.sup.2, --CONR.sup.3 R.sup.4, or COR.sup.5, wherein R.sup.2 is hydrogen or a lower alkyl group, R.sup.3 and R.sup.4 are each independently hydrogen or a lower alkyl group, R.sup.5 is an amino acid residue bound via a terminal nitrogen or peptide having at least two amino acid residues; and wherein R.sup.1 is C.sub.5 -C.sub.13 alkyl, aryl, aralkyl, aralkyl(lower alkyl) ether, or C.sub.5 -C.sub.13 alkyl (lower alkyl)ether.

  本发明涉及化合物、组合物和治疗病毒感染的方法。本发明的化合物具有以下通用式：##STR1## 其中R从--CH.sub.2 OH、--CO.sub.2 R.sup.2、--CONR.sup.3 R.sup.4或COR.sup.5中选择，其中R.sup.2是氢或低级烷基，R.sup.3和R.sup.4各自独立地是氢或低级烷基，R.sup.5是通过末端氮或至少具有两个氨基酸残基的肽结合的氨基酸残基；R.sup.1是C.sub.5-C.sub.13烷基、芳基、芳基烷基、芳基烷基（低级烷基）醚或C.sub.5-C.sub.13烷基（低级烷基）醚。
• 2,3-epoxy alcohols, acids and derivatives as anti retroviral
  申请人：The United States of America as represented by the Department of Health

  公开号：US06153589A1

  公开（公告）日：2000-11-28

  The present invention is related to compounds, compositions and methods of treating viral infections. Compounds of the present invention have the following general formula: ##STR1## wherein R is selected from --CH.sub.2 OH, --CO.sub.2 R.sup.2, --CONR.sup.3 R.sup.4, or COR.sup.5, wherein R.sup.2 is hydrogen or a lower alkyl group, R.sup.3 and R.sup.4 are each independently hydrogen or a lower alkyl group, R.sup.5 is an amino acid residue bound via a terminal nitrogen or peptide having at least two amino acid residues; and wherein R.sup.1 is C.sub.5 -C.sub.13 alkyl, aryl, aralkyl, aralkyl(lower alkyl)ether, or C.sub.5 -C.sub.13 alkyl(lower alkyl)ether.

  本发明涉及化合物、组合物和治疗病毒感染的方法。本发明的化合物具有以下一般式：##STR1## 其中，R从--CH.sub.2 OH、--CO.sub.2 R.sup.2、--CONR.sup.3 R.sup.4或COR.sup.5中选择，其中R.sup.2为氢或低碳基，R.sup.3和R.sup.4各自独立地为氢或低碳基，R.sup.5为通过末端氮键合的氨基酸残基或至少具有两个氨基酸残基的肽；其中R.sup.1为C.sub.5-C.sub.13烷基、芳基、芳基烷基、芳基烷基（低碳基）醚或C.sub.5-C.sub.13烷基（低碳基）醚。
• CHONG, J. M.;SHARPLESS, K. B., TETRAHEDRON LETT., 1985, 26, N 39, 4683-4686
  作者：CHONG, J. M.、SHARPLESS, K. B.

  DOI：——

  日期：——
• CHONG, M. J.;SHARPLESS, B. K., J. ORG. CHEM., 1985, 50, N 9, 1560-1563
  作者：CHONG, M. J.、SHARPLESS, B. K.

  DOI：——

  日期：——
• US5190969A
  申请人：——

  公开号：US5190969A

  公开（公告）日：1993-03-02