benzyl N-[(2S)-4-methyl-1-sulfanylpentan-2-yl]carbamate | 1258407-26-9

• 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: benzyl N-[(2S)-4-methyl-1-sulfanylpentan-2-yl]carbamate
• CAS: 1258407-26-9
• 化学式: C₁₄H₂₁NO₂S
• 分子量: 267.392
• InChiKey: BRESVVNQROKWAT-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  39.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  二硫化碳 、 benzyl N-[(2S)-4-methyl-1-sulfanylpentan-2-yl]carbamate 、 三乙胺 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  An efficient one-pot access to trithiocarbonate-tethered peptidomimetics

  摘要：

  A simple protocol for the synthesis of a new class of trithiocarbonate-linked peptidomimetics and neoglycosylated amino acids is described. N-Protected amino alkyl thiols were treated with CS2 in the presence of triethylamine (TEA) to generate trithiocarbonate salt, which upon reaction with appropriate halides afforded dipeptidomimetics in good yields. Further, the procedure was also extended for the synthesis of N,N'-orthogonally protected trithiocarbonate-linked dipeptidomimetics. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.09.075
• 作为产物：
  描述：

  Z-LeuψCH₂I 在 sodium trithiocarbonate 、 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 1.5h， 以86%的产率得到benzyl N-[(2S)-4-methyl-1-sulfanylpentan-2-yl]carbamate
  参考文献：
  名称：

  使用三硫代碳酸钠从相应的碘化物中简单制备 N 保护的手性 β-氨基烷基硫醇

  摘要：

  摘要报道了一种制备 N-保护的氨基烷基硫醇的简单方案，该方案采用三硫代碳酸钠 (Na2CS3) 与 N-保护的氨基烷基碘的反应。Na2CS3 易于制备，该协议避免使用强碱和多个步骤。制备的所有硫醇化合物均作为对映体纯样品获得，并使用 NMR 和质谱法进行表征。图形概要

  DOI：

  10.1080/00397911.2011.595522

文献信息

• An efficient one-pot access to trithiocarbonate-tethered peptidomimetics
  作者：N. Narendra、H.S. Lalithamba、Vommina V. Sureshbabu

  DOI：10.1016/j.tetlet.2010.09.075

  日期：2010.11

  A simple protocol for the synthesis of a new class of trithiocarbonate-linked peptidomimetics and neoglycosylated amino acids is described. N-Protected amino alkyl thiols were treated with CS2 in the presence of triethylamine (TEA) to generate trithiocarbonate salt, which upon reaction with appropriate halides afforded dipeptidomimetics in good yields. Further, the procedure was also extended for the synthesis of N,N'-orthogonally protected trithiocarbonate-linked dipeptidomimetics. (C) 2010 Elsevier Ltd. All rights reserved.
• Simple Preparation of N-Protected Chiral β-Amino Alkyl Thiols from Corresponding Iodides Employing Sodium Trithiocarbonate
  作者：Chilakapati Madhu、H. P. Hemantha、T. M. Vishwanatha、V. V. Sureshbabu

  DOI：10.1080/00397911.2011.595522

  日期：2013.1

  Abstract A simple protocol for the preparation of N-protected amino alkyl thiols is reported that employs a reaction of sodium trithiocarbonate (Na2CS3) with N-protected amino alkyl iodides. Na2CS3 is easy to prepare and the protocol circumvents the use of strong bases and multiple steps. All the thiol compounds made were obtained as enantiopure samples and were characterized employing NMR and mass

  摘要报道了一种制备 N-保护的氨基烷基硫醇的简单方案，该方案采用三硫代碳酸钠 (Na2CS3) 与 N-保护的氨基烷基碘的反应。Na2CS3 易于制备，该协议避免使用强碱和多个步骤。制备的所有硫醇化合物均作为对映体纯样品获得，并使用 NMR 和质谱法进行表征。图形概要