N-[(3aS,4R,5S,7aS)-7-bromo-2,2-dimethyl-4-[(4-methylphenyl)sulfonylamino]-3a,4,5,7a-tetrahydro-1,3-benzodioxol-5-yl]-4-methylbenzenesulfonamide | 383862-51-9

• 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: N-[(3aS,4R,5S,7aS)-7-bromo-2,2-dimethyl-4-[(4-methylphenyl)sulfonylamino]-3a,4,5,7a-tetrahydro-1,3-benzodioxol-5-yl]-4-methylbenzenesulfonamide
• CAS: 383862-51-9
• 化学式: C₂₃H₂₇BrN₂O₆S₂
• 分子量: 571.513
• InChiKey: IMGZDRQKNHAOCW-CBPXPLCBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  128
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  N-[(3aS,4R,5S,7aS)-7-bromo-2,2-dimethyl-4-[(4-methylphenyl)sulfonylamino]-3a,4,5,7a-tetrahydro-1,3-benzodioxol-5-yl]-4-methylbenzenesulfonamide 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 四氢呋喃 为溶剂， 以90%的产率得到N-[(3aS,4R,5S,7aR)-2,2-dimethyl-4-[(4-methylphenyl)sulfonylamino]-3a,4,5,7a-tetrahydro-1,3-benzodioxol-5-yl]-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Opening of a vinyl aziridine with p-toluenesulfonamide under TBAF catalysis: synthesis of 3,4-diamino-3,4-dideoxy-l-chiro-inositol

  摘要：

  3,4-Diamino-3,4-Diamino-3,4-dideoxy-L-chiro-inositol has been prepared from bromobenzene by a chemoenzymatic approach. The key chemical step was a tetrabutylammonium fluoride (TBAF) catalyzed vinyl aziridine opening employing p-toluenesulfonamide as a nucleophile, establishing the 1,2-trans relationship of the amino groups. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01298-9
• 作为产物：
  描述：

  对甲苯磺酰胺 、 (1R,4S,5S,6R)-3-bromo-4,5-(isopropylidenedioxy)-7-(4'-methylphenylsulfonyl)-7-azabicyclo<4.1.0>hept-2-ene 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 为溶剂， 反应 0.5h， 以95%的产率得到N-[(3aS,4R,5S,7aS)-7-bromo-2,2-dimethyl-4-[(4-methylphenyl)sulfonylamino]-3a,4,5,7a-tetrahydro-1,3-benzodioxol-5-yl]-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Opening of a vinyl aziridine with p-toluenesulfonamide under TBAF catalysis: synthesis of 3,4-diamino-3,4-dideoxy-l-chiro-inositol

  摘要：

  3,4-Diamino-3,4-Diamino-3,4-dideoxy-L-chiro-inositol has been prepared from bromobenzene by a chemoenzymatic approach. The key chemical step was a tetrabutylammonium fluoride (TBAF) catalyzed vinyl aziridine opening employing p-toluenesulfonamide as a nucleophile, establishing the 1,2-trans relationship of the amino groups. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01298-9

文献信息

• Opening of a vinyl aziridine with p-toluenesulfonamide under TBAF catalysis: synthesis of 3,4-diamino-3,4-dideoxy-l-chiro-inositol
  作者：Bernhard J Paul、Elizabeth Hobbs、Pablo Buccino、Tomas Hudlicky

  DOI：10.1016/s0040-4039(01)01298-9

  日期：2001.9

  3,4-Diamino-3,4-Diamino-3,4-dideoxy-L-chiro-inositol has been prepared from bromobenzene by a chemoenzymatic approach. The key chemical step was a tetrabutylammonium fluoride (TBAF) catalyzed vinyl aziridine opening employing p-toluenesulfonamide as a nucleophile, establishing the 1,2-trans relationship of the amino groups. (C) 2001 Elsevier Science Ltd. All rights reserved.