5-[2-(2,2,2-trichloroethoxycarbonyl)aminoethyleneaminocarbonyl]pentanol | 372518-38-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 5-[2-(2,2,2-trichloroethoxycarbonyl)aminoethyleneaminocarbonyl]pentanol
• 英文别名: 2,2,2-trichloroethyl N-[2-(6-hydroxyhexanoylamino)ethyl]carbamate
• CAS: 372518-38-2
• 化学式: C₁₁H₁₉Cl₃N₂O₄
• 分子量: 349.642
• InChiKey: WMEGZEHUTXCTIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  87.7
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-[2-(2,2,2-trichloroethoxycarbonyl)aminoethyleneaminocarbonyl]pentanol 在 三氟甲磺酸三甲基硅酯 、 4 A molecular sieve 、 溶剂黄146 、 锌 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 5-[2-aminoethyleneaminocarbonyl]pentyl [methyl (2,3-di-O-benzoyl-4-O-methyl-β-D-glucopyranosyl)uronate]-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside
  参考文献：
  名称：

  Syntheses of model compounds related to an antigenic epitope in pectic polysaccharides from Bupleurum falcatum L.

  摘要：

  Stereocontrolled syntheses of model compounds related to a category of the major antigenic epitope against anti-bupleurum 2IIc/PG-1-IgG from an anti-ulcer pectic polysaccharide are described. Glycosylation of the glucuronic acid donors methyl(2,3-di-O-benzoyl-4-O-methyl-alpha -D-glucopyranosyl trichloroacetimidate)uronate and methyl (2,3-di-O-benzoyl-4-O-methyl-beta -D-glucopyranosyl)uronate-(1 -->6)-2,3,4-tri-O-benzoyl-alpha -D-galactopyranosyl trichloroacetimidate with the common acceptor 2-(trimethylsilyl)ethyl 2,3,4-tri-O-benzyl-beta -D-galactopyranoside in the presence of trimethylsilyl triflate (TMSOTf) gave the desired di- and trisaccharide derivatives. Furthermore the products were transformed into the oligo-valent clustering saccharides, N,N',N"-tri-{5-[4-O-methyl-beta -D-glucopyranosyluronic acid-(1 --> 6)-beta -D-galactopyranosyloxy]pentylcarbonylaminoethyl}-1,3,5-benzenetriamide and N,N',N"-tri-{5-[4-O-methyl-beta -D-glucopyranosyluronic acid (1 --> 6)-beta -D-galactopyranosyl-(1 --> 6)-beta -D-galactopyranosyloxy]pentylcarbonylaminoethyl}-1,3,5-benzenetriamide. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(01)00148-3
• 作为产物：
  描述：

  苄基-5-甲氧基羰基戊基醚 在 palladium on activated charcoal 吡啶 、 氢气 作用下， 以 甲醇 为溶剂， 反应 38.5h， 生成 5-[2-(2,2,2-trichloroethoxycarbonyl)aminoethyleneaminocarbonyl]pentanol
  参考文献：
  名称：

  Syntheses of model compounds related to an antigenic epitope in pectic polysaccharides from Bupleurum falcatum L.

  摘要：

  Stereocontrolled syntheses of model compounds related to a category of the major antigenic epitope against anti-bupleurum 2IIc/PG-1-IgG from an anti-ulcer pectic polysaccharide are described. Glycosylation of the glucuronic acid donors methyl(2,3-di-O-benzoyl-4-O-methyl-alpha -D-glucopyranosyl trichloroacetimidate)uronate and methyl (2,3-di-O-benzoyl-4-O-methyl-beta -D-glucopyranosyl)uronate-(1 -->6)-2,3,4-tri-O-benzoyl-alpha -D-galactopyranosyl trichloroacetimidate with the common acceptor 2-(trimethylsilyl)ethyl 2,3,4-tri-O-benzyl-beta -D-galactopyranoside in the presence of trimethylsilyl triflate (TMSOTf) gave the desired di- and trisaccharide derivatives. Furthermore the products were transformed into the oligo-valent clustering saccharides, N,N',N"-tri-{5-[4-O-methyl-beta -D-glucopyranosyluronic acid-(1 --> 6)-beta -D-galactopyranosyloxy]pentylcarbonylaminoethyl}-1,3,5-benzenetriamide and N,N',N"-tri-{5-[4-O-methyl-beta -D-glucopyranosyluronic acid (1 --> 6)-beta -D-galactopyranosyl-(1 --> 6)-beta -D-galactopyranosyloxy]pentylcarbonylaminoethyl}-1,3,5-benzenetriamide. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(01)00148-3