L-α-Benzyloxycarbonylamino-β-benzylthio-propionitril | 3589-40-0

• 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: L-α-Benzyloxycarbonylamino-β-benzylthio-propionitril
• 英文别名: benzyl N-[(1R)-2-benzylsulfanyl-1-cyanoethyl]carbamate
• CAS: 3589-40-0
• 化学式: C₁₈H₁₈N₂O₂S
• 分子量: 326.419
• InChiKey: TVCPAPOVYDDRCG-QGZVFWFLSA-N

物化性质

• 沸点：
  527.7±50.0 °C(Predicted)
• 密度：
  1.213±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  87.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  L-α-Benzyloxycarbonylamino-β-benzylthio-propionitril 在 phosphorous pentaselenide 作用下， 以 乙醇 、 水 为溶剂， 以73%的产率得到
  参考文献：
  名称：

  One-pot synthesis of orthogonally protected dipeptide selenazoles employing Nα-amino selenocarboxamides and α-bromomethyl ketones

  摘要：

  A simple and efficient protocol for the synthesis of selenazole containing dipeptidomimetics using N-alpha-amino selenocarboxamides and alpha-bromomethyl ketones is described. All the compounds made were isolated in good yields and fully characterized. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.10.085
• 作为产物：
  描述：

  N-苄氧羰基-S-苄基-L-半胱氨酸 在 N-甲基吗啉 、 吡啶 、 氨 、 三氟乙酸酐 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 7.33h， 生成 L-α-Benzyloxycarbonylamino-β-benzylthio-propionitril
  参考文献：
  名称：

  One-pot synthesis of orthogonally protected dipeptide selenazoles employing Nα-amino selenocarboxamides and α-bromomethyl ketones

  摘要：

  A simple and efficient protocol for the synthesis of selenazole containing dipeptidomimetics using N-alpha-amino selenocarboxamides and alpha-bromomethyl ketones is described. All the compounds made were isolated in good yields and fully characterized. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.10.085

文献信息

• An Expedient Route to the Tetrazole Analogues of α-Amino Acids
  作者：Zachary P. Demko、K. Barry Sharpless

  DOI：10.1021/ol020096x

  日期：2002.7.1

  [GRAPHIC]Convenient conditions are described for the transformation of alpha-aminonitriles to the tetrazole analogues of alpha-amino acids. Refluxing the starting material in water/2-propanol at 80 degreesC with sodium azide and catalytic zinc bromide affords the tetrazole product in yields generally exceeding 90%.
• Liberek,B. et al., Roczniki Chemii, 1965, vol. 39, p. 369 - 374
  作者：Liberek,B. et al.

  DOI：——

  日期：——
• One-pot synthesis of orthogonally protected dipeptide selenazoles employing Nα-amino selenocarboxamides and α-bromomethyl ketones
  作者：Chilakapati Madhu、Nageswara Rao Panguluri、N. Narendra、V. Panduranga、Vommina V. Sureshbabu

  DOI：10.1016/j.tetlet.2014.10.085

  日期：2014.12

  A simple and efficient protocol for the synthesis of selenazole containing dipeptidomimetics using N-alpha-amino selenocarboxamides and alpha-bromomethyl ketones is described. All the compounds made were isolated in good yields and fully characterized. (C) 2014 Elsevier Ltd. All rights reserved.