2,3-环氧-癸酸 | 95979-06-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 中文名称: 2,3-环氧-癸酸
• 英文名称: (2SR,3SR)-3-heptyl-oxirane-2-carboxylic acid
• 英文别名: cis-2,3-epoxydecanoic acid；cis-glycidic acid；(2S,3S)-3-heptyloxirane-2-carboxylic acid
• CAS: 95979-06-9；95979-07-0；99945-76-3；100100-91-2；126924-66-1；148407-43-6；148407-44-7
• 化学式: C₁₀H₁₈O₃
• 分子量: 186.251
• InChiKey: JYAJAIKIBSECPS-IUCAKERBSA-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：

  2,3-环氧-癸酸 在 titanium(IV) isopropylate 、 叠氮化锂 作用下， 以 甲醇 、 乙醇 、 正己烷 、 苯 为溶剂， 反应 20.25h， 生成 (2S,3R)-methyl-2-hydroxy-3-azidodecanoate
  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：

  (2RS,5RS,6SR)-5-bromo-6-heptyl-2-phenyl-[1,3]oxazinan-4-one 在 4-二甲氨基吡啶 、 lithium hydroxide 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 2,3-环氧-癸酸
  参考文献：
  名称：

  Convergent synthesis of cis-α,β-epoxy-carboxylic acids from 1-halo-2-trimethylsilyloxy-3-aza-4-phenyl-1,3-butadiene

  摘要：

  Reaction of a wide variety of aldehydes with the easily prepared 2-azadienes, in the presence of BF3 etherate, furnishes the corresponding hetero Diels-Alder adducts which have been converted, mainly, to cis epoxides via N-Boc protection followed by one-pot two-step ring opening and nucleophilic displacement of the halogen atom, resulting in final formation of an oxirane ling. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.07.019

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是氢或较低的烷基基团，R.sup.3和R.sup.4分别独立地是氢或较低的烷基基团，R.sup.5是通过末端氮原子结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(较低烷基)醚，或C.sub.5 -C.sub.13烷基(较低烷基)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。
• Nucleophilic opening of 2,3-epoxy acids and amides mediated by titanium isopropoxide. Highly enhanced C-3 selectivity
  作者：J. Michael Chong、K. Barry Sharpless

  DOI：10.1021/jo00209a048

  日期：1985.5
• Regioselective openings of 2,3-epoxy acids with organocuprates
  作者：J.Michael Chong、K.Barry Sharpless

  DOI：10.1016/s0040-4039(00)94923-2

  日期：1985.1
• US5190969A
  申请人：——

  公开号：US5190969A

  公开（公告）日：1993-03-02