tert-butyl (2S)-4-oxo-2-(prop-2-enoxycarbonylamino)-4-[[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]amino]butanoate | 139934-84-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl (2S)-4-oxo-2-(prop-2-enoxycarbonylamino)-4-[[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]amino]butanoate
• CAS: 139934-84-2；140146-49-2
• 化学式: C₅₀H₇₀N₂O₃₀
• 分子量: 1179.1
• InChiKey: AEVYGHSKEORFRC-PRYQSRQGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  82
• 可旋转键数：
  37
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  403
• 氢给体数：
  2
• 氢受体数：
  30

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S)-4-oxo-2-(prop-2-enoxycarbonylamino)-4-[[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]amino]butanoate 在 WSCD*HCl 、 1-羟基苯并三唑 、 三乙胺 、 三氟乙酸 作用下， 以 甲醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  Total synthesis of nephritogenic glycopeptide, nephritogenoside

  摘要：

  Nephritogenoside (1), proposed as a nephritogenic triglycosylhenicosapeptide with asparagine N-alpha-glycoside linkage, was first synthesized by the coupling of triglycosyldipeptide active ester with the nonadecapeptide (3-21) using allyloxycarbonyl group as the final protecting group. A beta-anomeric glycopeptide was also prepared.

  DOI：

  10.1016/s0040-4039(00)74132-3
• 作为产物：
  描述：

  Aloc-Asp(OBzl)-OH 在 sodium hydroxide 、 硫酸 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 生成 tert-butyl (2S)-4-oxo-2-(prop-2-enoxycarbonylamino)-4-[[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]amino]butanoate
  参考文献：
  名称：

  Total synthesis of nephritogenic glycopeptide, nephritogenoside

  摘要：

  Nephritogenoside (1), proposed as a nephritogenic triglycosylhenicosapeptide with asparagine N-alpha-glycoside linkage, was first synthesized by the coupling of triglycosyldipeptide active ester with the nonadecapeptide (3-21) using allyloxycarbonyl group as the final protecting group. A beta-anomeric glycopeptide was also prepared.

  DOI：

  10.1016/s0040-4039(00)74132-3