2-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopent-1-en-1-yl trifluoromethanesulfonate | 1310893-47-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 2-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopent-1-en-1-yl trifluoromethanesulfonate
• 英文别名: [2-[[Tert-butyl(dimethyl)silyl]oxymethyl]cyclopenten-1-yl] trifluoromethanesulfonate
• CAS: 1310893-47-0
• 化学式: C₁₃H₂₃F₃O₄SSi
• 分子量: 360.47
• InChiKey: RKDKSRYLJRHARF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.31
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 、 1-(Hydroxymethyl)-2-<<(trifluoromethyl)sulfonyl>oxy>-1-cyclopentene 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以86%的产率得到2-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopent-1-en-1-yl trifluoromethanesulfonate
  参考文献：
  名称：

  Diastereoselective Synthesis of the Leu-Pro Type Phosphinyl Dipeptide Isostere

  摘要：

  A diastereoselective synthesis of the Leu-Pro type phosphinyl dipeptide isostere in its protected form was achieved from stereodefined alpha-amino-H-phosphinate. The methodology involved a cross-coupling reaction with alkenyl triflate and subsequent diastereoselective hydrogenation of the alkene moiety, which capitalized on the phosphorus chirality.

  DOI：

  10.1021/jo200669r

文献信息

• Diastereoselective Synthesis of the Leu-Pro Type Phosphinyl Dipeptide Isostere
  作者：Takehiro Yamagishi、Naoko Tashiro、Tsutomu Yokomatsu

  DOI：10.1021/jo200669r

  日期：2011.7.1

  A diastereoselective synthesis of the Leu-Pro type phosphinyl dipeptide isostere in its protected form was achieved from stereodefined alpha-amino-H-phosphinate. The methodology involved a cross-coupling reaction with alkenyl triflate and subsequent diastereoselective hydrogenation of the alkene moiety, which capitalized on the phosphorus chirality.