| 1046780-08-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1046780-08-8
• 化学式: C₁₆H₂₂O₄
• 分子量: 278.348
• InChiKey: PKFYQQYHCZMJKY-QXSJWSMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.53
• 重原子数：
  20.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  、 溴甲苯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.33h， 生成 、
  参考文献：
  名称：

  A silicon-tethered tandem radical cyclisation–trapping strategy to the fully substituted cyclopentene ring in viridenomycin

  摘要：

  Treatment of alpha-bromosilyl ether 27 derived from the substituted cyclopentenol 26 and (bromomethyl)chlorodimethylsilane, with 1,1'-azobis(cyclohexanecarbonitrile) in n-heptane at 100 degrees C, in the presence of allyltri-n-butylstannane leads to the silicon heterocycle 28 by way of a stereocontrolled tandem radical cyclisation (to 11)-trapping process. Oxidative cleavage of the carbon-silicon bond in 28, using H2O2-KF in THF-MeOH, next led to the corresponding cyclopentane diol 29a, which was then elaborated to the beta-hyclroxy ester 30b using five steps. Oxidation of 30b using Moffatt conditions, followed by methylation of the resulting enol ester 32a gave the fully functionalised cyclopentene ring in the antiturnoural antibiotic substance viridenomycin 1 isolated from Streptomyces viridochromogenes and Streptomyces gannmycicus. (c) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2008.05.027