| 1262391-97-8

• 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
• CAS: 1262391-97-8
• 化学式: C₁₅H₂₉NO₃S₃
• 分子量: 367.598
• InChiKey: PXDGCTRQNIUVGW-YTEVENLXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.34
• 重原子数：
  22.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  55.4
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  1,3-二噻烷-2-甲酸乙酯 、 [N(E),S(S)]-2-methyl-N-(butylidene)-2-propanesulfinamide 在 lithium hexamethyldisilazane 、 水 作用下， 以 四氢呋喃 为溶剂， 以50%的产率得到
  参考文献：
  名称：

  Beyond the chiral pool: a general approach to β-amino-α-keto amides

  摘要：

  A simple route was developed for the synthesis of optically enriched beta-amino-alpha-keto amides. The highly diastereoselective addition of alkyl dithiolanecarboxylates to optically enriched sulfinimines affords the corresponding beta-amino-alpha-keto esters in which the ketone carbonyl group is protected as a dithiolane. Amidation of the ester functionality with a primary amine proceeds readily at room temperature. Treatment with HCl cleaves the N-S bond of the sulfinyl group to provide a free amine functionality, which can then be incorporated into a peptide. Removal of the dithiolane protecting group under oxidative conditions proceeds without epimerization as exemplified by a model dipeptide. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.11.018