1-(2-pivaloylpterin-6-yl)but-1-yn-3-one | 131863-93-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 蝶啶及其衍生物
• 英文名称: 1-(2-pivaloylpterin-6-yl)but-1-yn-3-one
• 英文别名: Iztscbrnfumvjm-uhfffaoysa-；2,2-dimethyl-N-[4-oxo-6-(3-oxobut-1-ynyl)-3H-pteridin-2-yl]propanamide
• CAS: 131863-93-9
• 化学式: C₁₅H₁₅N₅O₃
• 分子量: 313.316
• InChiKey: IZTSCBRNFUMVJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(2-pivaloylpterin-6-yl)but-1-yn-3-one 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 水 、 异丙醇 为溶剂， 反应 2.67h， 生成 2--4-(1-hydroxyethy)-5-(2-pivaloylpterin-6-yl)-1,3-dithiole
  参考文献：
  名称：

  Model studies directed toward the molybdenum cofactor: 2-alkylidene- and 2-(phenylimino)-1,3-dithioles from acetylenes

  摘要：

  The cycloaddition of activated alkynes, among them 6-alkynylpterins, with the tributylphosphine-carbon disulfide complex followed by a Wittig reaction of the resulting ylid with carbonyl compounds or nitrosobenzene affords novel 2-alkylidene- or 2-(phenylimino)-1,3-dithioles in moderate to very good yields. The pterin-substituted species are potential intermediates in the synthesis of the molybdenum cofactor.

  DOI：

  10.1021/jo00005a029
• 作为产物：
  描述：

  2-pivaloyl-6-chloropterin 在 chromium(VI) oxide 、 palladium diacetate 、 copper(l) iodide 、 硫酸 、 四丁基氟化铵 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 乙腈 、 丁酮 为溶剂， 反应 6.0h， 生成 1-(2-pivaloylpterin-6-yl)but-1-yn-3-one
  参考文献：
  名称：

  Model studies directed toward the molybdenum cofactor: 2-alkylidene- and 2-(phenylimino)-1,3-dithioles from acetylenes

  摘要：

  The cycloaddition of activated alkynes, among them 6-alkynylpterins, with the tributylphosphine-carbon disulfide complex followed by a Wittig reaction of the resulting ylid with carbonyl compounds or nitrosobenzene affords novel 2-alkylidene- or 2-(phenylimino)-1,3-dithioles in moderate to very good yields. The pterin-substituted species are potential intermediates in the synthesis of the molybdenum cofactor.

  DOI：

  10.1021/jo00005a029

文献信息

• Model complexes for molybdopterin-containing enzymes: preparation and crystallographic characterization of a molybdenum ene-1-perthiolate-2-thiolate (trithiolate) complex
  作者：Robert S. Pilato、Kenneth A. Eriksen、Mark A. Greaney、Edward I. Stiefel、Shyamaprosad Goswami、Latonya Kilpatrick、Thomas G. Spiro、Edward C. Taylor、Arnold L. Rheingold

  DOI：10.1021/ja00024a055

  日期：1991.11
• TAYLOR, EDWARD C.;DOTZER, REINHARD, J. ORG. CHEM., 56,(1991) N, C. 1816-1822
  作者：TAYLOR, EDWARD C.、DOTZER, REINHARD

  DOI：——

  日期：——
• Model studies directed toward the molybdenum cofactor: 2-alkylidene- and 2-(phenylimino)-1,3-dithioles from acetylenes
  作者：Edward C. Taylor、Reinhard Doetzer

  DOI：10.1021/jo00005a029

  日期：1991.3

  The cycloaddition of activated alkynes, among them 6-alkynylpterins, with the tributylphosphine-carbon disulfide complex followed by a Wittig reaction of the resulting ylid with carbonyl compounds or nitrosobenzene affords novel 2-alkylidene- or 2-(phenylimino)-1,3-dithioles in moderate to very good yields. The pterin-substituted species are potential intermediates in the synthesis of the molybdenum cofactor.