(+)-(6R,7aS)-6-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)oxy-7,7a-dihydrobenzofuran-2(4H)-one | 188107-56-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (+)-(6R,7aS)-6-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)oxy-7,7a-dihydrobenzofuran-2(4H)-one
• 英文别名: [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(6R,7aS)-2-oxo-7,7a-dihydro-6H-1-benzofuran-6-yl]oxy]oxan-2-yl]methyl acetate
• CAS: 188107-56-4
• 化学式: C₂₂H₂₆O₁₂
• 分子量: 482.441
• InChiKey: RRDNBFUMBIJADG-KXIUITPMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  150
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (+)-(6R,7aS)-6-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)oxy-7,7a-dihydrobenzofuran-2(4H)-one 在 potassium cyanide 作用下， 以 甲醇 为溶剂， 以22%的产率得到phyllantenocoside
  参考文献：
  名称：

  Synthesis and absolute configuration of phyllanthurinolactone, the leaf-closing factor of a nyctinastic plant, Phyllanthus urinaria L.

  摘要：

  Phyllanthurinolactone (1) and its diastereoisomer 19 were synthesized, only the former of which was bioactive as the leaf-closing factor of Phyllanthus urinaria L. X-ray analysis of the tetraacetylglucoside 18 was executed, and the absolute configuration of 1 was determined as 6S, 7aR. (C) 1997, Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(96)02375-1
• 作为产物：
  描述：

  2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物 、 (+)-menisdaurilide 在 silver trifluoromethanesulfonate 、 silver carbonate 作用下， 以 二氯甲烷 为溶剂， 以15.6%的产率得到(+)-(6R,7aS)-6-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)oxy-7,7a-dihydrobenzofuran-2(4H)-one
  参考文献：
  名称：

  Synthesis and absolute configuration of phyllanthurinolactone, the leaf-closing factor of a nyctinastic plant, Phyllanthus urinaria L.

  摘要：

  Phyllanthurinolactone (1) and its diastereoisomer 19 were synthesized, only the former of which was bioactive as the leaf-closing factor of Phyllanthus urinaria L. X-ray analysis of the tetraacetylglucoside 18 was executed, and the absolute configuration of 1 was determined as 6S, 7aR. (C) 1997, Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(96)02375-1

文献信息

• 10.1002/(sici)1099-0690(199801)1998:1<57::aid-ejoc57<3.0.co;2-w
  作者：Audran, Gerard、Mori, Kenji

  DOI：10.1002/(sici)1099-0690(199801)1998:1<57::aid-ejoc57<3.0.co;2-w

  日期：——