N-[(2S,3R,6S)-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-2-ethoxy-3,6-dihydro-2H-pyran-3-yl]-2,2,2-trichloroacetamide | 199801-82-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: N-[(2S,3R,6S)-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-2-ethoxy-3,6-dihydro-2H-pyran-3-yl]-2,2,2-trichloroacetamide
• CAS: 199801-82-6
• 化学式: C₁₆H₂₈Cl₃NO₄Si
• 分子量: 432.847
• InChiKey: VESCVCDNIJPYNO-XQQFMLRXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.18
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[(2S,3R,6S)-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-2-ethoxy-3,6-dihydro-2H-pyran-3-yl]-2,2,2-trichloroacetamide 在 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  One-Pot Transformation of Trichloroacetamide into Readily Deprotectable Carbamates

  摘要：

  A trichloroacetamide group was converted to an isocyanate, which was in situ captured by a variety of alcohols in the presence of CuCl and n-BuN4Cl to afford the corresponding carbamates. The scope and limitation of this transformation are also described.

  DOI：

  10.1021/ol061123c
• 作为产物：
  描述：

  ethyl 6-O-tert-butyldimethylsilyl-4-hydroxyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside 在 potassium carbonate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 、 邻二氯苯 为溶剂， 生成 N-[(2S,3R,6S)-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-2-ethoxy-3,6-dihydro-2H-pyran-3-yl]-2,2,2-trichloroacetamide
  参考文献：
  名称：

  便利的超人重排的改进条件（1）。

  摘要：

  DOI：

  10.1021/jo9713924

文献信息

• A novel deprotection of trichloroacetamide
  作者：Daisuke Urabe、Kumi Sugino、Toshio Nishikawa、Minoru Isobe

  DOI：10.1016/j.tetlet.2004.10.099

  日期：2004.12

  Deprotection of trichloroacetamide was carried out with CS2CO3 in DMF or DMSO at 100degreesC to afford an amine in good yield. A survey of the scope and limitations revealed the utility of the deprotection condition for various functionalized substrates. (C) 2004 Elsevier Ltd. All rights reserved.
• One-Pot Transformation of Trichloroacetamide into Readily Deprotectable Carbamates
  作者：Toshio Nishikawa、Daisuke Urabe、Miho Tomita、Takashi Tsujimoto、Tomoko Iwabuchi、Minoru Isobe

  DOI：10.1021/ol061123c

  日期：2006.7.1

  A trichloroacetamide group was converted to an isocyanate, which was in situ captured by a variety of alcohols in the presence of CuCl and n-BuN4Cl to afford the corresponding carbamates. The scope and limitation of this transformation are also described.
• Improved Conditions for Facile Overman Rearrangement¹
  作者：Toshio Nishikawa、Masanori Asai、Norio Ohyabu、Minoru Isobe

  DOI：10.1021/jo9713924

  日期：1998.1.1