N-(methyl 3,4,6-tri-O-acetyl-2-amino-2-deoxy-β-D-glucopyranoside)-N'-carbonyl-L-phenyl-alanyl-glycine ethyl ester | 201789-81-3

• 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-(methyl 3,4,6-tri-O-acetyl-2-amino-2-deoxy-β-D-glucopyranoside)-N'-carbonyl-L-phenyl-alanyl-glycine ethyl ester
• 英文别名: N-[N-[N-(methyl 3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosid-2-yl)carbamoyl]-L-phenylalanyl]glycine ethyl ester；ethyl 2-[[(2S)-2-[[(2R,3R,4R,5S,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-2-methoxyoxan-3-yl]carbamoylamino]-3-phenylpropanoyl]amino]acetate
• CAS: 201789-81-3
• 化学式: C₂₇H₃₇N₃O₁₂
• 分子量: 595.604
• InChiKey: NHOJJEJYWSQLLQ-YJGXBXLCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  42
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  194
• 氢给体数：
  3
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  N-(methyl 3,4,6-tri-O-acetyl-2-amino-2-deoxy-β-D-glucopyranoside)-N'-carbonyl-L-phenyl-alanyl-glycine ethyl ester 在 三氧化二氮 作用下， 以 吡啶 、 氯仿 为溶剂， 反应 1.25h， 以66%的产率得到
  参考文献：
  名称：

  Wawer; Weychert; Piekarska-Bartoszewicz, Polish Journal of Chemistry, 2002, vol. 76, # 8, p. 1127 - 1136

  摘要：

  DOI：
• 作为产物：
  描述：

  L-phenylalanyl-glycine ethyl ester*HCl 、 methyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-nitrophenoxycarbonylamino)-β-D-glucopyranoside 在 三乙胺 作用下， 以 吡啶 为溶剂， 反应 48.0h， 以88%的产率得到N-(methyl 3,4,6-tri-O-acetyl-2-amino-2-deoxy-β-D-glucopyranoside)-N'-carbonyl-L-phenyl-alanyl-glycine ethyl ester
  参考文献：
  名称：

  Synthesis and characterization by 13C-CP-MAS- and high resolution 1H-, 13C-NMR of new ureido sugars, derivatives of methyl 2-amino-2-deoxy-β-d-glucopyranose and dipeptides

  摘要：

  Dipeptide ethyl and benzyl esters were used as amination agents in reaction with methyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-nitrophenoxycarbonylamino)-beta-D-glucopyranoside(1). Ten new ureido sugars, derivatives of GlyAla, AlaGly, AlaAla, GlyVal, ValGly, LeuGly, PheGly, GlyPhe, and AlaPhe; were obtained. The new ureido sugars were studied by means of H-1- and C-13-NMR spectroscopy in solution, and C-13-CP-MAS-NMR in the solid-state. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(97)00236-x