Boc-Cys((O)-4-CNBn)-OEt | 1186227-31-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Boc-Cys((O)-4-CNBn)-OEt
• 英文别名: ethyl (2R)-3-[(R)-(4-cyanophenyl)methylsulfinyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 1186227-31-5
• 化学式: C₁₈H₂₄N₂O₅S
• 分子量: 380.465
• InChiKey: IQVVMTIXZJOKOG-QWXGXRTQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  125
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 Boc-Cys((O)-4-CNBn)-OEt 、 Boc-Cys((O)-4-CNBn)-OEt
  参考文献：
  名称：

  Diastereoselective Alkylations of a Protected Cysteinesulfenate

  摘要：

  To further understand stereoselection in the alkylation of sulfenate anions, a protected cysteinesulfenate was generated in THF solution at low temperature. Introduction of a reactive alkylating agent brings about a cysteinyl sulfoxide in 51-75% yield, with diastereomeric ratios at the sulfinyl group ranging from 83:17 to 95:5. An internally complexed lithium counterion is proposed to account for the stereoselectivity.

  DOI：

  10.1021/jo901021r

文献信息

• Diastereoselective Alkylations of a Protected Cysteinesulfenate
  作者：Adrian L. Schwan、Marcus J. Verdu、Suneel P. Singh、Jennifer S. O’Donnell、Amir Nasser Ahmadi

  DOI：10.1021/jo901021r

  日期：2009.9.4

  To further understand stereoselection in the alkylation of sulfenate anions, a protected cysteinesulfenate was generated in THF solution at low temperature. Introduction of a reactive alkylating agent brings about a cysteinyl sulfoxide in 51-75% yield, with diastereomeric ratios at the sulfinyl group ranging from 83:17 to 95:5. An internally complexed lithium counterion is proposed to account for the stereoselectivity.