5-oxo-5-phenyl-1-phthalimidopentane-2-sulfonyl chloride | 1454845-13-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-oxo-5-phenyl-1-phthalimidopentane-2-sulfonyl chloride
• 英文别名: 1-(1,3-Dioxoisoindol-2-yl)-5-oxo-5-phenylpentane-2-sulfonyl chloride；1-(1,3-dioxoisoindol-2-yl)-5-oxo-5-phenylpentane-2-sulfonyl chloride
• CAS: 1454845-13-6
• 化学式: C₁₉H₁₆ClNO₅S
• 分子量: 405.859
• InChiKey: NTRCKIDJJTUFBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  97
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-oxo-5-phenyl-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， 以75%的产率得到ethyl N-(5-ethoxycarbonylmethylimino-5-phenyl-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：

  N-烯丙基邻苯二甲酰亚胺 在 盐酸 、 N-氯代丁二酰亚胺 、 过氧化双月桂酰 作用下， 以 水 、 1,2-二氯乙烷 、 乙腈 为溶剂， 反应 0.25h， 生成 5-oxo-5-phenyl-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

文献信息

• Efficient synthesis of protected sulfonopeptides from N-protected 2-aminoalkyl xanthates and thioacetates
  作者：Saeed Kakaei、Jiaxi Xu

  DOI：10.1016/j.tet.2013.08.028

  日期：2013.10

  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.