[(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-methoxyoxan-2-yl]methyl 2-[bis[(2-methylpropan-2-yl)oxycarbonyl]amino]oxyacetate | 338970-84-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-methoxyoxan-2-yl]methyl 2-[bis[(2-methylpropan-2-yl)oxycarbonyl]amino]oxyacetate
• CAS: 338970-84-6
• 化学式: C₂₅H₃₉NO₁₅
• 分子量: 593.582
• InChiKey: MIDWCMRJPSXOHR-RQSWOZRGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  41
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  189
• 氢给体数：
  0
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  [(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-methoxyoxan-2-yl]methyl 2-[bis[(2-methylpropan-2-yl)oxycarbonyl]amino]oxyacetate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以100%的产率得到methyl 6-O-Aoa-2,3,4-tri-O-acetyl-α-D-Galp
  参考文献：
  名称：

  Carboproteins: A 4-α-helix bundle protein model assembled on a d-galactopyranoside template

  摘要：

  We have recently introduced the concept of monosaccharides as templates for de novo design of protein models and described the synthesis of a model 'carbopeptide'. Here, we report the synthesis of a 64 amino acid (AA) 'carboprotein' by chemoselective ligation of a C-terminal hexadecapeptide aldehyde to a tetra-aminooxy functionalized methyl alpha -D-galactopyranoside (D-Galp) template. Biophysical characterizations by CD spectroscopy and NMR amide H-D exchange experiments indicated that the four-stranded carboprotein forms a 4-alpha -helix bundle structure. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00035-x
• 作为产物：
  描述：

  Α-D-乳酸吡喃糖苷甲酯 在 吡啶 、 4-二甲氨基吡啶 、 三甲基氯硅烷 、 N,N′-二叔丁基碳二亚胺 、 sodium iodide 作用下， 以 二氯甲烷 为溶剂， 反应 22.33h， 生成 [(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-methoxyoxan-2-yl]methyl 2-[bis[(2-methylpropan-2-yl)oxycarbonyl]amino]oxyacetate
  参考文献：
  名称：

  Carboproteins: A 4-α-helix bundle protein model assembled on a d-galactopyranoside template

  摘要：

  We have recently introduced the concept of monosaccharides as templates for de novo design of protein models and described the synthesis of a model 'carbopeptide'. Here, we report the synthesis of a 64 amino acid (AA) 'carboprotein' by chemoselective ligation of a C-terminal hexadecapeptide aldehyde to a tetra-aminooxy functionalized methyl alpha -D-galactopyranoside (D-Galp) template. Biophysical characterizations by CD spectroscopy and NMR amide H-D exchange experiments indicated that the four-stranded carboprotein forms a 4-alpha -helix bundle structure. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00035-x