tert-butyl N-[(3R)-1-trimethylsilyl-8-tri(propan-2-yl)silyloxyoct-1-yn-3-yl]carbamate | 213315-67-4

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: tert-butyl N-[(3R)-1-trimethylsilyl-8-tri(propan-2-yl)silyloxyoct-1-yn-3-yl]carbamate
• CAS: 213315-67-4
• 化学式: C₂₅H₅₁NO₃Si₂
• 分子量: 469.856
• InChiKey: RRNQBGFOMIDSNV-HSZRJFAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.51
• 重原子数：
  31
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲氧基-三氟甲基苯 、 tert-butyl N-[(3R)-1-trimethylsilyl-8-tri(propan-2-yl)silyloxyoct-1-yn-3-yl]carbamate 在 三氟乙酸 作用下， 生成
  参考文献：
  名称：

  Synthesis of homochiral propargyl amines from tetrahydro-1,3-oxazines

  摘要：

  A direct method for the enantioselective synthesis of propargyl amines has been developed. 4-Substituted (S)-N-Boc-tetrahydro-1,3-oxazines were synthesised and the structure of one analogue determined by X-ray diffraction analysis. Ring-opening using alkynyl Grignard reagents in the presence of BF3.Et2O, followed by removal of the chiral directing group via oxidation and acid-catalysed retro-Michael reaction, gave the desired propargyl amines in good yield. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01366-5
• 作为产物：
  描述：

  magnesium,ethynyl(trimethyl)silane,bromide 在 盐酸 、 三氟化硼乙醚 、 sodium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 为溶剂， 反应 3.75h， 生成 tert-butyl N-[(3R)-1-trimethylsilyl-8-tri(propan-2-yl)silyloxyoct-1-yn-3-yl]carbamate
  参考文献：
  名称：

  Synthesis of homochiral propargyl amines from tetrahydro-1,3-oxazines

  摘要：

  A direct method for the enantioselective synthesis of propargyl amines has been developed. 4-Substituted (S)-N-Boc-tetrahydro-1,3-oxazines were synthesised and the structure of one analogue determined by X-ray diffraction analysis. Ring-opening using alkynyl Grignard reagents in the presence of BF3.Et2O, followed by removal of the chiral directing group via oxidation and acid-catalysed retro-Michael reaction, gave the desired propargyl amines in good yield. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01366-5

文献信息

• Synthesis of homochiral propargyl amines from tetrahydro-1,3-oxazines
  作者：Alastair Rae、James Ker、Alethea B. Tobor、JoséL. Castro、Simon Parsons

  DOI：10.1016/s0040-4039(98)01366-5

  日期：1998.9

  A direct method for the enantioselective synthesis of propargyl amines has been developed. 4-Substituted (S)-N-Boc-tetrahydro-1,3-oxazines were synthesised and the structure of one analogue determined by X-ray diffraction analysis. Ring-opening using alkynyl Grignard reagents in the presence of BF3.Et2O, followed by removal of the chiral directing group via oxidation and acid-catalysed retro-Michael reaction, gave the desired propargyl amines in good yield. (C) 1998 Elsevier Science Ltd. All rights reserved.