α-benzyl-β-carboxy-(methyl 2,3,4-tri-O-triethylsilyl-α-D-mannopyranos-6-O-yl)-N-9-fluorenylmethoxycarbonyl-L-aspartic acid | 569352-00-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: α-benzyl-β-carboxy-(methyl 2,3,4-tri-O-triethylsilyl-α-D-mannopyranos-6-O-yl)-N-9-fluorenylmethoxycarbonyl-L-aspartic acid
• 英文别名: 1-O-benzyl 4-O-[[(2R,3R,4S,5S,6S)-6-methoxy-3,4,5-tris(triethylsilyloxy)oxan-2-yl]methyl] (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)butanedioate
• CAS: 569352-00-7
• 化学式: C₅₁H₇₇NO₁₁Si₃
• 分子量: 964.429
• InChiKey: LMKUJAVNAVVYOZ-LMFYIHKDSA-N

物化性质

• 沸点：
  859.7±65.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.11
• 重原子数：
  66
• 可旋转键数：
  29
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  137
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  α-benzyl-β-carboxy-(methyl 2,3,4-tri-O-triethylsilyl-α-D-mannopyranos-6-O-yl)-N-9-fluorenylmethoxycarbonyl-L-aspartic acid 在 钯 氢气 作用下， 以 乙醇 为溶剂， 反应 0.5h， 生成 甲基 3-O-alpha-D-甘露糖基-alpha-D-吡喃甘露糖苷
  参考文献：
  名称：

  Solid phase peptide templated glycosidic bond formation

  摘要：

  Glycosylation reactions performed between a glycosyl donor and acceptor covalently linked to a peptide template both in the solution and solid phase give similar yields and product distributions. The adoption of a solid phase approach opens the way for the synthesis of libraries of peptide templates in an attempt to screen for particular peptide sequences that effect complete regio-and stereochemical control during glycosidic bond formation, whilst the use of second generation donors allows the possibility of an iterative approach. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00118-6
• 作为产物：
  描述：

  methyl-4,6-O-phenylmethylene-α-D-mannopyranoside 在 钯 吡啶 、 三乙基硅烷 、 4-二甲氨基吡啶 、 3 A molecular sieve 、 氢气 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 23.25h， 生成 α-benzyl-β-carboxy-(methyl 2,3,4-tri-O-triethylsilyl-α-D-mannopyranos-6-O-yl)-N-9-fluorenylmethoxycarbonyl-L-aspartic acid
  参考文献：
  名称：

  Solid phase peptide templated glycosidic bond formation

  摘要：

  Glycosylation reactions performed between a glycosyl donor and acceptor covalently linked to a peptide template both in the solution and solid phase give similar yields and product distributions. The adoption of a solid phase approach opens the way for the synthesis of libraries of peptide templates in an attempt to screen for particular peptide sequences that effect complete regio-and stereochemical control during glycosidic bond formation, whilst the use of second generation donors allows the possibility of an iterative approach. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00118-6

文献信息

• Solid phase peptide templated glycosidic bond formation
  作者：Richard J. Tennant-Eyles、Benjamin G. Davis、Antony J. Fairbanks

  DOI：10.1016/s0957-4166(03)00118-6

  日期：2003.5

  Glycosylation reactions performed between a glycosyl donor and acceptor covalently linked to a peptide template both in the solution and solid phase give similar yields and product distributions. The adoption of a solid phase approach opens the way for the synthesis of libraries of peptide templates in an attempt to screen for particular peptide sequences that effect complete regio-and stereochemical control during glycosidic bond formation, whilst the use of second generation donors allows the possibility of an iterative approach. (C) 2003 Elsevier Science Ltd. All rights reserved.