prop-2-enyl (2S)-3-(1,3-dioxoisoindol-2-yl)oxy-2-(tritylamino)propanoate | 338981-61-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: prop-2-enyl (2S)-3-(1,3-dioxoisoindol-2-yl)oxy-2-(tritylamino)propanoate
• CAS: 338981-61-6
• 化学式: C₃₃H₂₈N₂O₅
• 分子量: 532.596
• InChiKey: UBHGOHYGFHDORP-LJAQVGFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  40
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  84.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  prop-2-enyl (2S)-3-(1,3-dioxoisoindol-2-yl)oxy-2-(tritylamino)propanoate 在 盐酸 作用下， 以 乙醚 为溶剂， 以87%的产率得到
  参考文献：
  名称：

  Asparagine surrogates for the assembly of N-linked glycopeptide mimetics by chemoselective ligation

  摘要：

  Alanine-beta -hydroxylamine (A betax) and alanine-beta -hydrazide (A betaz) have been developed as asparagine surrogates for the assembly of N-linked glycopeptide mimetics by chemoselective ligation. The utility of these residues is illustrated with the synthesis of the oligosaccharyl transferase substrate mimetics 1 and 2, and conjugation thereof with GlcNAc to obtain the N-glycopeptide mimetics 3 and 4. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00104-6
• 作为产物：
  描述：

  O-allyl-L-serine 在 TEA 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 甲苯 为溶剂， 生成 prop-2-enyl (2S)-3-(1,3-dioxoisoindol-2-yl)oxy-2-(tritylamino)propanoate
  参考文献：
  名称：

  Asparagine surrogates for the assembly of N-linked glycopeptide mimetics by chemoselective ligation

  摘要：

  Alanine-beta -hydroxylamine (A betax) and alanine-beta -hydrazide (A betaz) have been developed as asparagine surrogates for the assembly of N-linked glycopeptide mimetics by chemoselective ligation. The utility of these residues is illustrated with the synthesis of the oligosaccharyl transferase substrate mimetics 1 and 2, and conjugation thereof with GlcNAc to obtain the N-glycopeptide mimetics 3 and 4. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00104-6

文献信息

• Asparagine surrogates for the assembly of N-linked glycopeptide mimetics by chemoselective ligation
  作者：Stéphane Peluso、Barbara Imperiali

  DOI：10.1016/s0040-4039(01)00104-6

  日期：2001.3

  Alanine-beta -hydroxylamine (A betax) and alanine-beta -hydrazide (A betaz) have been developed as asparagine surrogates for the assembly of N-linked glycopeptide mimetics by chemoselective ligation. The utility of these residues is illustrated with the synthesis of the oligosaccharyl transferase substrate mimetics 1 and 2, and conjugation thereof with GlcNAc to obtain the N-glycopeptide mimetics 3 and 4. (C) 2001 Elsevier Science Ltd. All rights reserved.