2--2-phenylethanenitrile | 710307-06-5

• 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: 2--2-phenylethanenitrile
• 英文别名: 2-[[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]-methylamino]-2-phenylacetonitrile
• CAS: 710307-06-5
• 化学式: C₁₈H₂₀N₂O
• 分子量: 280.37
• InChiKey: GSVFWZOSMFWJER-HRWMIKOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  47.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2--2-phenylethanenitrile 在 盐酸 、 lithium diisopropyl amide 作用下， 以 苯 为溶剂， 反应 51.33h， 生成 (3R,5S,6R)-3-(2-bromobenzyl)-4,5-dimethyl-3,6-diphenylperhydro-1,4-oxazin-2-one
  参考文献：
  名称：

  Chang, Chih-Jung; Fang, Jim-Min; Lee, Gene-Hsian, Journal of the Chemical Society. Perkin transactions I, 1994, # 24, p. 3587 - 3594

  摘要：

  DOI：
• 作为产物：
  描述：

  氰化钾 、 (2S,4S,5R)-3,4-dimethyl-2,5-diphenyloxazolidine 在 柠檬酸 作用下， 以 乙醇 、 水 为溶剂， 生成 2--2-phenylethanenitrile
  参考文献：
  名称：

  Expeditive synthesis of homochiral fused tri- and tetrazoles–piperazines from β-amino alcohols

  摘要：

  N-Cyanomethyl and N-propargyl beta-amino alcohols are chlorinated with SOCl2 and treated with NaN3 in DMSO. A Substitution/cycloaddition process affords in good yields, with high diastereoselectivity and a regioselectivity depending on the substitution pattern of the starting amino alcohol, fused tri- and tetrazoles-pipci-azines. These heterocycles were further lithiated with n-BuLi at the benzylic position and reacted diastereoselectively with a range of electrophiles. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.092

文献信息

• ENDERS, D.;LOTTER, H.;MAIGROT, N.;MAZALEYRAT, J. -P.;WELVART, Z., NOUV. J. CHIM., 1984, 8, N 12, 747-750
  作者：ENDERS, D.、LOTTER, H.、MAIGROT, N.、MAZALEYRAT, J. -P.、WELVART, Z.

  DOI：——

  日期：——
• Expeditive synthesis of homochiral fused tri- and tetrazoles–piperazines from β-amino alcohols
  作者：François Couty、François Durrat、Damien Prim

  DOI：10.1016/j.tetlet.2004.03.092

  日期：2004.5

  N-Cyanomethyl and N-propargyl beta-amino alcohols are chlorinated with SOCl2 and treated with NaN3 in DMSO. A Substitution/cycloaddition process affords in good yields, with high diastereoselectivity and a regioselectivity depending on the substitution pattern of the starting amino alcohol, fused tri- and tetrazoles-pipci-azines. These heterocycles were further lithiated with n-BuLi at the benzylic position and reacted diastereoselectively with a range of electrophiles. (C) 2004 Elsevier Ltd. All rights reserved.
• Chang, Chih-Jung; Fang, Jim-Min; Lee, Gene-Hsian, Journal of the Chemical Society. Perkin transactions I, 1994, # 24, p. 3587 - 3594
  作者：Chang, Chih-Jung、Fang, Jim-Min、Lee, Gene-Hsian、Wang, Yu

  DOI：——

  日期：——