MbsNHOSO2NH2 | 1049038-08-5

• 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: MbsNHOSO2NH2
• 英文别名: [(4-methoxyphenyl)sulfonyl]azanyl sulfamate；[(4-Methoxyphenyl)sulfonylamino] sulfamate
• CAS: 1049038-08-5
• 化学式: C₇H₁₀N₂O₆S₂
• 分子量: 282.298
• InChiKey: YHROHDSGZJTPJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  142
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  四氢吡喃-2-甲醇 、 MbsNHOSO2NH2 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 以98%的产率得到[(4-Methoxyphenyl)sulfonyl-(oxan-2-ylmethyl)amino] sulfamate
  参考文献：
  名称：

  Catalytic C−H Amination for the Preparation of Substituted 1,2-Diamines

  摘要：

  Rhodium-catalyzed C-H insertion of hydroxylamine-derived sufamate esters makes possible the synthesis of unique oxathiadiazinane heterocycles, which upon mild reduction furnish differentially substituted 1,2-diamine products. This highly chemo- and diastereoselective transformation underscores the power of catalytic C-H functionalization as a general approach to C-N bond construction.

  DOI：

  10.1021/ja803344v
• 作为产物：
  描述：

  N-(p-methoxybenzenesulfonyl)hydroxylamine 在 甲酸 、 氯磺酰异氰酸酯 作用下， 以 N,N-二甲基乙酰胺 、 乙腈 为溶剂， 反应 12.0h， 以85%的产率得到MbsNHOSO2NH2
  参考文献：
  名称：

  Catalytic C−H Amination for the Preparation of Substituted 1,2-Diamines

  摘要：

  Rhodium-catalyzed C-H insertion of hydroxylamine-derived sufamate esters makes possible the synthesis of unique oxathiadiazinane heterocycles, which upon mild reduction furnish differentially substituted 1,2-diamine products. This highly chemo- and diastereoselective transformation underscores the power of catalytic C-H functionalization as a general approach to C-N bond construction.

  DOI：

  10.1021/ja803344v

文献信息

• Synthesis of Differentially Substituted 1,2-Diamines through Advances in C–H Amination Technology
  作者：David E. Olson、D. Allen Roberts、J. Du Bois

  DOI：10.1021/ol302895f

  日期：2012.12.21

  A general, high yielding method for the synthesis of 1,2-diamine derivatives is described that capitalizes on selective, rhodium-catalyzed C–H insertion of hydroxylamine-based sulfamate esters. The resulting Troc-protected oxathiadiazinane heterocycles are easily modified and can be reduced under the mild action of NaI to afford differentially substituted diamine products. This technology offers a

  描述了一种合成1,2-二胺衍生物的通用，高产方法，该方法利用了基于铑的羟胺基氨基磺酸酯的选择性铑催化CH插入。所得的Troc保护的oxathiadiazzaneane杂环易于修饰，可以在NaI的温和作用下还原，得到差异取代的二胺产物。该技术相对于用于二胺合成的相关的C–H和π键胺化策略提供了许多显着的改进。
• Trost, Barry M.; Malhotra, Sushant; Olson, David E., Journal of the American Chemical Society, 2009, vol. 131, p. 4190 - 4191
  作者：Trost, Barry M.、Malhotra, Sushant、Olson, David E.、Maruniak, Autumn、Bois, J. Du

  DOI：——

  日期：——
• Catalytic C−H Amination for the Preparation of Substituted 1,2-Diamines
  作者：David E. Olson、J. Du Bois

  DOI：10.1021/ja803344v

  日期：2008.8.27

  Rhodium-catalyzed C-H insertion of hydroxylamine-derived sufamate esters makes possible the synthesis of unique oxathiadiazinane heterocycles, which upon mild reduction furnish differentially substituted 1,2-diamine products. This highly chemo- and diastereoselective transformation underscores the power of catalytic C-H functionalization as a general approach to C-N bond construction.