[(2R,3R,4S,5R,6S)-6-[[(1S,4aS,5S,7aS)-7-(2,2-dimethylpropanoyloxymethyl)-5-(1,3-dioxoisoindol-2-yl)-4-formyl-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-3,4,5-tris(2,2-dimethylpropanoyloxy)oxan-2-yl]methyl 2,2-dimethylpropanoate | 566196-33-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: [(2R,3R,4S,5R,6S)-6-[[(1S,4aS,5S,7aS)-7-(2,2-dimethylpropanoyloxymethyl)-5-(1,3-dioxoisoindol-2-yl)-4-formyl-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-3,4,5-tris(2,2-dimethylpropanoyloxy)oxan-2-yl]methyl 2,2-dimethylpropanoate
• CAS: 566196-33-6
• 化学式: C₄₉H₆₅NO₁₆
• 分子量: 924.052
• InChiKey: ZGUJIOPFIVXXLJ-YRJRZYSASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  66
• 可旋转键数：
  21
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  214
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4S,5R,6S)-6-[[(1S,4aS,5S,7aS)-7-(2,2-dimethylpropanoyloxymethyl)-5-(1,3-dioxoisoindol-2-yl)-4-formyl-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-3,4,5-tris(2,2-dimethylpropanoyloxy)oxan-2-yl]methyl 2,2-dimethylpropanoate 在 potassium dichromate 、 溶剂黄146 、 肼 作用下， 以 乙醇 为溶剂， 生成 (1S,4aS,5S,7aS)-5-Amino-7-(2,2-dimethyl-propionyloxymethyl)-1-[(2S,3R,4S,5R,6R)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-2-yloxy]-1,4a,5,7a-tetrahydro-cyclopenta[c]pyran-4-carboxylic acid
  参考文献：
  名称：

  Homochiral rigid γ-amino acid glycosides from aucubin

  摘要：

  Two homochiral glucosylated hydroxy gamma-amino acids 7 and 11 were synthesized by chiral pool synthesis in eight steps from the natural iridoid aucubin. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00020-x
• 作为产物：
  描述：

  2',3',4',6',10-penta-O-pivaloylaucubin 在 4 A molecular sieve 、 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 生成 [(2R,3R,4S,5R,6S)-6-[[(1S,4aS,5S,7aS)-7-(2,2-dimethylpropanoyloxymethyl)-5-(1,3-dioxoisoindol-2-yl)-4-formyl-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-3,4,5-tris(2,2-dimethylpropanoyloxy)oxan-2-yl]methyl 2,2-dimethylpropanoate
  参考文献：
  名称：

  Homochiral rigid γ-amino acid glycosides from aucubin

  摘要：

  Two homochiral glucosylated hydroxy gamma-amino acids 7 and 11 were synthesized by chiral pool synthesis in eight steps from the natural iridoid aucubin. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00020-x