Acetic acid (3R,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-4-((2S,3R,4S,5R)-3,4,5-triacetoxy-tetrahydro-pyran-2-yloxy)-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester | 213753-19-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (3R,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-4-((2S,3R,4S,5R)-3,4,5-triacetoxy-tetrahydro-pyran-2-yloxy)-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester
• 英文别名: Xyl2Ac3Ac4Ac(b1-3)Glc2Ac4Ac6Ac-O-C(NH)CCl3；[(2R,3R,4S,5R)-3,5-diacetyloxy-4-[(2S,3R,4S,5R)-3,4,5-triacetyloxyoxan-2-yl]oxy-6-(2,2,2-trichloroethanimidoyl)oxyoxan-2-yl]methyl acetate
• CAS: 213753-19-6
• 化学式: C₂₅H₃₂Cl₃NO₁₆
• 分子量: 708.885
• InChiKey: FJLMVLOHTJEUNZ-DIMMDGAASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  45
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  219
• 氢给体数：
  1
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  Acetic acid (3R,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-4-((2S,3R,4S,5R)-3,4,5-triacetoxy-tetrahydro-pyran-2-yloxy)-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester 、 diosgenyl 2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-6-O-benzoyl-3-O-pivaloyl-β-D-glucopyranoside 在 4 Angstroem MS 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以31%的产率得到diosgenyl [(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->3)-(2,4,6-tri-O-acetyl-β-D-glucopyranosyl)]-(1->4)-2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-6-O-benzoyl-3-O-pivaloyl-β-D-glucopyranoside
  参考文献：
  名称：

  A facile synthetic approach to a group of structurally typical diosgenyl saponins

  摘要：

  A facile approach was developed for synthesizing an important group of plant diosgenyl saponins, three members (dioscin, polyphyllin D, and balanitin 7) with promising bioactivities were prepared. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01354-9
• 作为产物：
  描述：

  Acetic acid (3R,4S,5R,6R)-2,5-diacetoxy-6-acetoxymethyl-4-((2S,3R,4S,5R)-3,4,5-triacetoxy-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester 在 乙酸肼 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 Acetic acid (3R,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-4-((2S,3R,4S,5R)-3,4,5-triacetoxy-tetrahydro-pyran-2-yloxy)-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  A facile synthetic approach to a group of structurally typical diosgenyl saponins

  摘要：

  A facile approach was developed for synthesizing an important group of plant diosgenyl saponins, three members (dioscin, polyphyllin D, and balanitin 7) with promising bioactivities were prepared. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01354-9