N-Alloc-alanine benzylester

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-Alloc-alanine benzylester
• 英文别名: benzyl (2S)-2-(prop-2-enoxycarbonylamino)propanoate
• 化学式: C₁₄H₁₇NO₄
• 分子量: 263.293
• InChiKey: MCSFBMGHQSADNR-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  BOC-L-苯丙氨酸 、 N-Alloc-alanine benzylester 在 四(三苯基膦)钯 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙烯二胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.17h， 以99%的产率得到Boc-Phe-Ala-OBn
  参考文献：
  名称：

  Deprotection of N-Alloc amines by Pd(0)/DABCO—an efficient method for in situ peptide coupling of labile amino acids

  摘要：

  A highly, efficient one-pot deprotection peptide coupling protocol of N-Alloc amino acids with activated N-Boc or N-Fmoc amino acids was developed in solution and on solid phase. DABCO was found to be especially effective for the deprotection of the N-Alloc group, resulting in short reaction times (10 20 min) and allowing the coupling of amino acids that are unstable in unprotected forms. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01453-8

文献信息

• Deprotection of N-Alloc amines by Pd(0)/DABCO—an efficient method for in situ peptide coupling of labile amino acids
  作者：Chiara Zorn、Frieder Gnad、Sunnhild Salmen、Timothy Herpin、Oliver Reiser

  DOI：10.1016/s0040-4039(01)01453-8

  日期：2001.10

  A highly, efficient one-pot deprotection peptide coupling protocol of N-Alloc amino acids with activated N-Boc or N-Fmoc amino acids was developed in solution and on solid phase. DABCO was found to be especially effective for the deprotection of the N-Alloc group, resulting in short reaction times (10 20 min) and allowing the coupling of amino acids that are unstable in unprotected forms. (C) 2001 Elsevier Science Ltd. All rights reserved.