(S)-6-{[(1,1-dimethylethyl)oxy]carbonyl}-2-(p-tolylsulfonyl)aminohexan-4,4,5,5-3H-oyl chloride | 1027968-92-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-6-{[(1,1-dimethylethyl)oxy]carbonyl}-2-(p-tolylsulfonyl)aminohexan-4,4,5,5-3H-oyl chloride
• 英文别名: tert-butyl N-[(5S)-6-chloro-5-[(4-methylphenyl)sulfonylamino]-6-oxo-2,2,3,3-tetratritiohexyl]carbamate
• CAS: 1027968-92-8
• 化学式: C₁₈H₂₇ClN₂O₅S
• 分子量: 426.91
• InChiKey: PKNJUSKQHAZFIH-ONKIGLKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  27
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-6-{[(1,1-dimethylethyl)oxy]carbonyl}-2-(p-tolylsulfonyl)aminohexan-4,4,5,5-3H-oyl chloride 在 盐酸 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 47.0h， 生成 (S)-1-chloro-3-[(p-tolylsulfonyl)amino]-7-amino-2-heptan-5,5,6,6-3H-one
  参考文献：
  名称：

  The novel synthesis of the protease inhibitor (S)-1-chloro-3-[(p-tolylsulfonyl)amino]-7-amino-2-[5,5,6,6-3H]heptanone ([3H]TLCK) labeled to high specific activity with tritium

  摘要：

  The protease inhibitor (S)-1-chloro-3-[(p-tolylsulfonyl)amino][5,5,6,6-H-3]heptanone ([H-3]TLCK) was prepared in an overall 41% radiochemical yield with a specific activity of 1.6 Ci/mmol in a 'one-pot' 3 step sequence beginning with (S)-6-[[(1,1-dimethylethyl)oxy]carbonyl]-2-(p-tolylsulfonyl)amino[4,4,5,5-H-3]hexanoic acid. The latter was prepared with a specific activity of 123 Ci/mmol in a 3 step sequence beginning with the stereospecific enzymatic hydrolysis of the commercially available racemic 2-acetylamino-6-[[(1,1-dimethylethyl)-oxy]carbonyl]aminohexan-4-ynoic acid, followed by tosylation and then palladium catalyzed reduction of the triple bond under tritium.

  DOI：

  10.1002/(sici)1099-1344(199705)39:5<379::aid-jlcr981>3.0.co;2-i
• 作为产物：
  描述：

  DL-2-乙酰氨基-6-(叔丁氧羰基-氨基)-4-己炔酸二环己基胺盐 在 palladium on activated charcoal 吡啶 、 sodium hydroxide 、 三聚氯氰 、 乙醇 、 氢气 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 25.0 ℃ 、47.33 kPa 条件下， 反应 71.0h， 生成 (S)-6-{[(1,1-dimethylethyl)oxy]carbonyl}-2-(p-tolylsulfonyl)aminohexan-4,4,5,5-3H-oyl chloride
  参考文献：
  名称：

  The novel synthesis of the protease inhibitor (S)-1-chloro-3-[(p-tolylsulfonyl)amino]-7-amino-2-[5,5,6,6-3H]heptanone ([3H]TLCK) labeled to high specific activity with tritium

  摘要：

  The protease inhibitor (S)-1-chloro-3-[(p-tolylsulfonyl)amino][5,5,6,6-H-3]heptanone ([H-3]TLCK) was prepared in an overall 41% radiochemical yield with a specific activity of 1.6 Ci/mmol in a 'one-pot' 3 step sequence beginning with (S)-6-[[(1,1-dimethylethyl)oxy]carbonyl]-2-(p-tolylsulfonyl)amino[4,4,5,5-H-3]hexanoic acid. The latter was prepared with a specific activity of 123 Ci/mmol in a 3 step sequence beginning with the stereospecific enzymatic hydrolysis of the commercially available racemic 2-acetylamino-6-[[(1,1-dimethylethyl)-oxy]carbonyl]aminohexan-4-ynoic acid, followed by tosylation and then palladium catalyzed reduction of the triple bond under tritium.

  DOI：

  10.1002/(sici)1099-1344(199705)39:5<379::aid-jlcr981>3.0.co;2-i