5-氧代-3 -[(三乙基硅烷基)氧基)-1-环戊烯-1-庚酸甲酯 | 112713-92-5

• 物质功能分类: 医药中间体 - 原料药中间体
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 5-氧代-3 -[(三乙基硅烷基)氧基)-1-环戊烯-1-庚酸甲酯
• 中文别名: 5-氧代-3-[(三乙基硅烷基)氧基)-1-环戊烯-1-庚酸甲酯
• 英文名称: Methyl 5-oxo-3-<(triethylsilyl)oxy>-1-cyclopenteneheptanoate
• 英文别名: methyl 7-(5-oxo-3-<(triethylsilyl)oxy>-1-cyclopenten-1-yl)heptanoate；methyl 7-(5-oxo-3-[(triethylsilyl)-oxy]-1-cyclopenten-1-yl)-heptanoate；methyl 5-oxo-3-[(triethylsilyl)oxy]-1-cyclopentene-1-heptanoate；(+/-)-methyl 7-[(3-triethylsilyloxy) 5-oxocyclopenten 1-yl]heptanoate；Methyl 7-(5-oxo-3-((triethylsilyl)oxy)cyclopent-1-en-1-yl)heptanoate；methyl 7-(5-oxo-3-triethylsilyloxycyclopenten-1-yl)heptanoate
• CAS: 112713-92-5
• 化学式: C₁₉H₃₄O₄Si
• 分子量: 354.562
• InChiKey: CVUYUBZMSCEMFT-UHFFFAOYSA-N

物化性质

• 沸点：
  413.2±45.0 °C(Predicted)
• 密度：
  0.99±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.79
• 重原子数：
  24
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-氧代-3 -[(三乙基硅烷基)氧基)-1-环戊烯-1-庚酸甲酯 生成 methyl 7-(2-oxo-4-triethylsilyloxycyclopentyl)heptanoate
  参考文献：
  名称：

  LIPSHUTZ, BRUCE H.;UNG, CHRISTOPHER;SENGUPTA, SAUMITRA, SYNLETT.,(1989) N, C. 64-66

  摘要：

  DOI：

文献信息

• In situ cuprate formation via transmetalation between vinylstannanes and higher order cyanocuprates
  作者：James R. Behling、Kevin A. Babiak、John S. Ng、Arthur L. Campbell、Robert. Moretti、Mike. Koerner、Bruce H. Lipshutz

  DOI：10.1021/ja00216a045

  日期：1988.4

  Addition conjuguee de vinyl stannanes a des enones, par l'intermediaire d'une transmetallation avec le (cyano dimethyl) cuivre-dilithium. Cette methode est tres generale et a ete appliquee avec succes dans la synthese de prostaglandines

  添加乙烯基锡烷和烯酮，par l'intermediaire d'une transmetallation avec le（氰基二甲基）cuivre-dilithium。Cette methode est tres generale et a ete appliquee avec succes dans la synthese de prostaglandines
• Process for preparing prostaglandin analogs using organozirconium
  申请人：G. D. Searle & Co.

  公开号：US05055604A1

  公开（公告）日：1991-10-08

  A process for preparing a prostaglandin derivative by reacting an alkyne with zirconocene chloride hydride to produce a zirconium intermediate which is reacted with an alkyllithium and a first copper reagent selected from R.sup.2 Cu(CN)Li or the mixture CuCN and R.sup.2 Li to produce a higher order cuprate complex intermediate and reacting the higher order cuprate complex intermediate with a cyclopentenone to produce the prostaglandin derivative.

  一种制备前列腺素衍生物的方法，包括将炔烃与氯化二茂铌氢反应，产生一种锆中间体，然后将锆中间体与烷基锂和第一铜试剂反应，所述第一铜试剂选择自R.sup.2 Cu(CN)Li或混合物CuCN和R.sup.2 Li，以产生更高级别的铜基化合物中间体，最后将更高级别的铜基化合物中间体与环戊酮反应，以生成前列腺素衍生物。
• Hydrozirconation-transmetalation. A mild, direct route to higher order vinylic cuprates from monosubstituted acetylenes
  作者：Bruce H. Lipshutz、Edmund L. Ellsworth

  DOI：10.1021/ja00176a079

  日期：1990.9
• Carboalumination/transmetalation/conjugate addition: a new catalytic copper(I)-induced process for the 1,4-delivery of vinylic groups to enones
  作者：Bruce H. Lipshutz、Stuart H. Dimock

  DOI：10.1021/jo00020a012

  日期：1991.9

  Exposure of vinylalanes, derived from carbometalations of 1-alkynes, to catalytic amounts of CuCN.2LiCl in the presence of an alpha,beta-unsaturated carbonyl group affords products of vinylic ligand transfer in a 1,4-manner.
• Conjugate Addition Reactions of Allylic Copper Species Derived from Grignard Reagents: Synthetic and Spectroscopic Aspects
  作者：Bruce H. Lipshutz、Claus Hackmann

  DOI：10.1021/jo00103a042

  日期：1994.12

  A general study on the 1,4-addition chemistry of allyl, methallyl, crotyl, and prenyl Grignard-derived organocopper reagents has been conducted. While diallylic cuprates formed from such species are not effective Michael donors, the 1:1:1 combination of an allylic Grignard, CuBr.SMe(2), and Me(3)SiCl leads to high yields of 1,4-adducts. The stereo- and regiochemistry associated with the allylic ligand, where appropriate, has also been examined. Low temperature C-13 NMR studies provide insight as to the nature of these complexes.