3-isopropoxy-4-methyl-3-cyclobutene-1,2-dione 2-(ethylene acetal) | 128242-41-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-isopropoxy-4-methyl-3-cyclobutene-1,2-dione 2-(ethylene acetal)
• 英文别名: 2-Methyl-3-[(propan-2-yl)oxy]-5,8-dioxaspiro[3.4]oct-2-en-1-one；2-methyl-1-propan-2-yloxy-5,8-dioxaspiro[3.4]oct-1-en-3-one
• CAS: 128242-41-1
• 化学式: C₁₀H₁₄O₄
• 分子量: 198.219
• InChiKey: SWKOSCOOBGXWAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-isopropoxy-4-methyl-3-cyclobutene-1,2-dione 2-(ethylene acetal) 在 二异丁基氢化铝 作用下， 以 乙醚 、 水 为溶剂， 以93%的产率得到4-hydroxy-2-isopropoxy-3-methyl-2-cyclobuten-1-one ethylene acetal
  参考文献：
  名称：

  Sensitizing agents for use in boron neutron capture therapy

  摘要：

  式子I和II的化合物##STR1##其中B含有一个羧硼烷基团，而R.sub.3和R.sub.4中的一个是羧硼烷基团或硼酸或酯，它们是硼中子俘获治疗的有用敏化剂。

  公开号：

  US05405598A1
• 作为产物：
  描述：

  1,2-双(三甲基硅氧基)乙烷 在 三氟甲磺酸三甲基硅酯 作用下， 以 四氢呋喃 为溶剂， 以73%的产率得到3-isopropoxy-4-methyl-3-cyclobutene-1,2-dione 2-(ethylene acetal)
  参考文献：
  名称：

  Antibiotic C-3 cyclobutenedione substituted (1-carba)cephalosporin

  摘要：

  化合物的化学式为I ##STR1## 其中X是硫或CH.sub.2; R.sup.1是氢，羟基，氨基，C.sub.1-6烷基，C.sub.2-6烯基，C.sub.2-6炔基，苯基，该苯基可选地被1-3个C.sub.1-6烷基，C.sub.1-6烷氧基或羟基，C.sub.1-6烷基硫基，苯基硫基取代，该苯环上的1-3个C.sub.1-6烷基或C.sub.1-6烷氧基，苯基甲氧基，该苯环上的1-3个C.sub.1-6烷基或C.sub.1-6烷氧基，1-吗啉基，C.sub.1-6烷氧基，C.sub.2-6烯基甲氧基，C.sub.3-6炔基甲氧基，C.sub.1-6烷基氨基，C.sub.1-6二烷基氨基或从所述群中选择的基团之一##STR2## 其中n为0至3，R.sup.5为C.sub.1-6烷基或氢，R.sup.3和R.sup.4独立地为C.sub.1-6烷基; R.sup.2是氢，传统的氨基保护基或酰基; R.sup.0是氢或传统的羧基保护基，或--CO.sub.2 R.sup.0在一起形成生理可水解的酯;或其药学上可接受的盐或溶剂。

  公开号：

  US05106842A1

文献信息

• A synthesis of highly substituted aromatics through regiocontrolled construction of cyclobutenones bearing unsaturated substituents at the 4-position
  作者：Damian J. Krysan、Angela Gurski、Lanny S. Liebeskind

  DOI：10.1021/ja00030a043

  日期：1992.2

  2,3-Substituted 4-chloro-2-cyclobutenones, prepared by regiospecific transformations of substituted cyclobutenediones, undergo palladium-catalyzed cross-coupling with vinyl- and arylstannanes and vinylzirconium reagents to form 4-R unsat -2-cyclobutenones. On thermolysis (100 o C), these substrates transform into substituted phenols in high yield. A pentasubstituted aromatic and a variety of tri- and

  2,3-取代的 4-氯-2-环丁烯酮，由取代的环丁烯二酮的区域特异性转化制备，经过钯催化与乙烯基和芳基锡烷以及乙烯基锆试剂交叉偶联，形成 4-R unsat -2-环丁烯酮。在热解 (100 o C) 时，这些底物以高产率转化为取代的苯酚。使用这种化学方法以区域特异性方式制备了五取代的芳香族化合物和各种三取代和四取代的芳香族化合物
• Sensitizing agents for use in boron neutron capture therapy
  申请人：——

  公开号：US05405598A1

  公开（公告）日：1995-04-11

  Compounds of formula I and II ##STR1## in which B contains a carboranyl group and one of R.sub.3 and R.sub.4 is a carboranyl group or a boronic acid or ester are useful sensitizing agents for boron neutron capture therapy.

  式子I和II的化合物##STR1##其中B含有一个羧硼烷基团，而R.sub.3和R.sub.4中的一个是羧硼烷基团或硼酸或酯，它们是硼中子俘获治疗的有用敏化剂。
• 3-Stannylcyclobutenediones as nucleophilic cyclobutenedione equivalents. Synthesis of substituted cyclobutenediones and cyclobutenedione monoacetals and the beneficial effect of catalytic copper iodide on the Stille reaction
  作者：Lanny S. Liebeskind、Richard W. Fengl

  DOI：10.1021/jo00306a012

  日期：1990.9
• A general, regioselective synthesis of substituted benzocyclobutenedione monoacetals
  作者：James P. Edwards、Damian J. Krysan、Lanny S. Liebeskind

  DOI：10.1021/jo00067a029

  日期：1993.7

  A general, regioselective synthesis of substituted benzocyclobutenedione monoacetals is reported. Palladium-catalyzed coupling of a variety of 4-chlorocyclobutenones with 3-(tri-n-butylstannyl)-3-cyclobutene-1,2-dione 2-(ethylene acetal) and heating up to 70-100-degrees-C produces substituted benzocyclobutenedione monoacetals in good to excellent yields. Thia chemistry is presumed to proceed through palladium-catalyzed formation of a 3-(1-oxo-2-cyclobuten-4-yl)-3-cyclobutene-1,2-dione-2-(ethylene acetal) followed by a thermally induced ring opening to a dienyl ketene and subsequent six-electron electrocyclic ring closure and tautomerization. 2,3-Disubstituted 4-chlorocyclobutenones afford palladium intermediates which couple exclusively at the least-substituted allylic terminus. 2,3,4-Trisubstituted 4-chlorocyclobutenones have not been studied in detail; however, preliminary results suggest that regioselective allylic cross-coupling can be achieved. The methodology described provides an expedient and efficient route to previously difficult-to-prepare benzocyclobutenedione derivatives. These function as important synthetic intermediates in a variety of reactions developed in these and other laboratories.
• LIEBESKIND, LANNY S.;WIRTZ, KEVIN R., J. ORG. CHEM., 55,(1990) N9, C. 5350-5358
  作者：LIEBESKIND, LANNY S.、WIRTZ, KEVIN R.

  DOI：——

  日期：——