dimethyl (S)-3-[(p-toluenesulfonyl)amino]-5-methyl-2-oxohexylphosphonate | 797034-76-5

• 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: dimethyl (S)-3-[(p-toluenesulfonyl)amino]-5-methyl-2-oxohexylphosphonate
• 英文别名: N-[(3S)-1-[dimethoxy(oxido)phosphaniumyl]-5-methyl-2-oxohexan-3-yl]-4-methylbenzenesulfonamide
• CAS: 797034-76-5
• 化学式: C₁₆H₂₆NO₆PS
• 分子量: 391.425
• InChiKey: RCFQPVZAUJPCND-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  dimethyl (S)-3-[(p-toluenesulfonyl)amino]-5-methyl-2-oxohexylphosphonate 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 N-[(2S,3S)-1-[dimethoxy(oxido)phosphaniumyl]-2-hydroxy-5-methylhexan-3-yl]-4-methylbenzenesulfonamide 、 N-[(2R,3S)-1-[dimethoxy(oxido)phosphaniumyl]-2-hydroxy-5-methylhexan-3-yl]-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Diastereoselective reduction of dimethyl γ-[(N-p-toluenesulfonyl)amino]-β-ketophosphonates derived from amino acids

  摘要：

  The reduction of dimethyl gamma-[(N-p-toluenesulfonyl)amino]-beta-ketophosphonates 7a-e with different hydrides gave dimethyl gamma-[(N-p-toluenesulfonyl)amino]-beta-hydroxyphosphonates 9a-e and 10a-e with good chemical yield and moderated d astereoselectivity. The configuration of all new stereogenic centers were assigned by X-ray analysis and chemical correlation. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.08.012
• 作为产物：
  描述：

  L-亮氨酸甲酯盐酸盐 在 正丁基锂 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 17.5h， 生成 dimethyl (S)-3-[(p-toluenesulfonyl)amino]-5-methyl-2-oxohexylphosphonate
  参考文献：
  名称：

  Diastereoselective reduction of dimethyl γ-[(N-p-toluenesulfonyl)amino]-β-ketophosphonates derived from amino acids

  摘要：

  The reduction of dimethyl gamma-[(N-p-toluenesulfonyl)amino]-beta-ketophosphonates 7a-e with different hydrides gave dimethyl gamma-[(N-p-toluenesulfonyl)amino]-beta-hydroxyphosphonates 9a-e and 10a-e with good chemical yield and moderated d astereoselectivity. The configuration of all new stereogenic centers were assigned by X-ray analysis and chemical correlation. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.08.012

文献信息

• Diastereoselective reduction of dimethyl γ-[(N-p-toluenesulfonyl)amino]-β-ketophosphonates derived from amino acids
  作者：Mario Ordóñez、Ricardo De la Cruz-Cordero、Mario Fernández-Zertuche、Miguel Angel Muñoz-Hernández、Oscar García-Barradas

  DOI：10.1016/j.tetasy.2004.08.012

  日期：2004.10

  The reduction of dimethyl gamma-[(N-p-toluenesulfonyl)amino]-beta-ketophosphonates 7a-e with different hydrides gave dimethyl gamma-[(N-p-toluenesulfonyl)amino]-beta-hydroxyphosphonates 9a-e and 10a-e with good chemical yield and moderated d astereoselectivity. The configuration of all new stereogenic centers were assigned by X-ray analysis and chemical correlation. (C) 2004 Elsevier Ltd. All rights reserved.