dimethyl (S)-3-[(p-toluenesulfonyl)amino]-2-oxobutylphosphonate | 797034-71-0

• 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]-2-oxobutylphosphonate
• 英文别名: N-[(2S)-4-[dimethoxy(oxido)phosphaniumyl]-3-oxobutan-2-yl]-4-methylbenzenesulfonamide
• CAS: 797034-71-0
• 化学式: C₁₃H₂₀NO₆PS
• 分子量: 349.345
• InChiKey: DQGKZNVSNWSRLE-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 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]-2-oxobutylphosphonate 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 [(2S,3S)-2-Hydroxy-3-(toluene-4-sulfonylamino)-butyl]-phosphonic acid dimethyl ester 、 N-[(2S,3R)-4-[dimethoxy(oxido)phosphaniumyl]-3-hydroxybutan-2-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：

  (S)-2-(4-甲基苯基磺酰胺基)丙酸甲酯 、 甲基膦酸二甲酯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 5.5h， 以90%的产率得到dimethyl (S)-3-[(p-toluenesulfonyl)amino]-2-oxobutylphosphonate
  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.