5-methoxy-5-oxo-1-phthalimidopentane-2-sulfonyl chloride | 1454845-09-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 5-methoxy-5-oxo-1-phthalimidopentane-2-sulfonyl chloride
• CAS: 1454845-09-0
• 化学式: C₁₄H₁₄ClNO₆S
• 分子量: 359.787
• InChiKey: OTTVJJYLVXDHOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.17
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  97.82
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5-methoxy-5-oxo-1-phthalimidopentane-2-sulfonyl chloride 、 甘氨酸乙酯盐酸盐 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以87%的产率得到ethyl N-(5-methoxy-5-oxo-1-phthalimidopentane-2-sulfonyl)glycinate
  参考文献：
  名称：

  Efficient synthesis of protected sulfonopeptides from N-protected 2-aminoalkyl xanthates and thioacetates

  摘要：

  An efficient and convenient method was developed for the synthesis of protected sulfonopeptides via N-chlorosuccimide (NCS)/HCI oxidative chlorination of N-protected 2-aminoallcyl xanthates or thioacetates to the corresponding sulfonyl chlorides followed by aminolysis with amino esters. In the current method, sulfonopeptides containing 1- and 2-substituted taurines were prepared in satisfactory to good yields. It is a useful and efficient strategy for the synthesis of protected sulfonopeptides with functionalized side-chains. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.08.028
• 作为产物：
  描述：

  O-ethyl S-4-methoxy-4-oxo-1-phthalimidomethylbutyl dithiocarbonate 在 盐酸 、 N-氯代丁二酰亚胺 作用下， 以 水 、 乙腈 为溶剂， 反应 0.25h， 以83%的产率得到5-methoxy-5-oxo-1-phthalimidopentane-2-sulfonyl chloride
  参考文献：
  名称：

  Efficient synthesis of protected sulfonopeptides from N-protected 2-aminoalkyl xanthates and thioacetates

  摘要：

  An efficient and convenient method was developed for the synthesis of protected sulfonopeptides via N-chlorosuccimide (NCS)/HCI oxidative chlorination of N-protected 2-aminoallcyl xanthates or thioacetates to the corresponding sulfonyl chlorides followed by aminolysis with amino esters. In the current method, sulfonopeptides containing 1- and 2-substituted taurines were prepared in satisfactory to good yields. It is a useful and efficient strategy for the synthesis of protected sulfonopeptides with functionalized side-chains. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.08.028