[(3R,4S,5R,6S)-4,5-diacetyloxy-6-[(3R,4S,5R,6S)-4,5-diacetyloxy-6-(2,4-dinitrophenoxy)oxan-3-yl]oxyoxan-3-yl] acetate | 219305-23-4

• 分子结构分类: 有机化合物
• 英文名称: [(3R,4S,5R,6S)-4,5-diacetyloxy-6-[(3R,4S,5R,6S)-4,5-diacetyloxy-6-(2,4-dinitrophenoxy)oxan-3-yl]oxyoxan-3-yl] acetate
• CAS: 219305-23-4
• 化学式: C₂₆H₃₀N₂O₁₈
• 分子量: 658.527
• InChiKey: PCHCDMNFCAIUQX-FVWBIGPJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  46
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  260
• 氢给体数：
  0
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  [(3R,4S,5R,6S)-4,5-diacetyloxy-6-[(3R,4S,5R,6S)-4,5-diacetyloxy-6-(2,4-dinitrophenoxy)oxan-3-yl]oxyoxan-3-yl] acetate 在 盐酸 、 甲醇 作用下， 以 二氯甲烷 为溶剂， 反应 96.0h， 以31%的产率得到(2S,3R,4S,5R)-2-[(3R,4R,5R,6S)-6-(2,4-Dinitro-phenoxy)-4,5-dihydroxy-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-3,4,5-triol
  参考文献：
  名称：

  Synthesis of 2,4-dinitrophenyl glycosides of d-xylobiose and d-mannobiose

  摘要：

  D-Xylobiose hexaacetate and D-mannobiose octaacetate were obtained from xylan and mannan digests, respectively, by acetylation followed by chromatographic separation. Selective anomeric deacetylation of each peracetate, followed by 2,4-dinitrophenylation and subsequent de-protection gave 2,4-dinitrophenyl beta-D-xylobioside and 2,4-dinitrophenyl alpha- and beta-D-mannobiosides, respectively. The tetra-acetates of 2,4-dinitrophenyl alpha- and beta-D-mannopyranoside were similarly obtained. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00239-0
• 作为产物：
  描述：

  acetyl 2,3,4-tri-O-acetyl-β-D-xylopyranosyl-(1→4)-2,3-di-O-acetyl-β-D-xylopyranoside 在 三乙烯二胺 、 一水合肼 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 [(3R,4S,5R,6S)-4,5-diacetyloxy-6-[(3R,4S,5R,6S)-4,5-diacetyloxy-6-(2,4-dinitrophenoxy)oxan-3-yl]oxyoxan-3-yl] acetate
  参考文献：
  名称：

  Synthesis of 2,4-dinitrophenyl glycosides of d-xylobiose and d-mannobiose

  摘要：

  D-Xylobiose hexaacetate and D-mannobiose octaacetate were obtained from xylan and mannan digests, respectively, by acetylation followed by chromatographic separation. Selective anomeric deacetylation of each peracetate, followed by 2,4-dinitrophenylation and subsequent de-protection gave 2,4-dinitrophenyl beta-D-xylobioside and 2,4-dinitrophenyl alpha- and beta-D-mannobiosides, respectively. The tetra-acetates of 2,4-dinitrophenyl alpha- and beta-D-mannopyranoside were similarly obtained. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00239-0