methyl (1'S,4a'S,5'S,7a'R,10a'R,10b'R,10c'R)-1'-hydroxy-5'-methyl-4'-oxo-1',5',7a',10a',10b',10c'-hexahydrospiro[cyclohexane-1,9'-[1,5](epoxymethano)naphtho[1',2':4,5]furo[2,3-d][1,3]dioxole]-4a'(4'H)-carboxylate | 134637-36-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: methyl (1'S,4a'S,5'S,7a'R,10a'R,10b'R,10c'R)-1'-hydroxy-5'-methyl-4'-oxo-1',5',7a',10a',10b',10c'-hexahydrospiro[cyclohexane-1,9'-[1,5](epoxymethano)naphtho[1',2':4,5]furo[2,3-d][1,3]dioxole]-4a'(4'H)-carboxylate
• CAS: 134637-36-8
• 化学式: C₂₂H₂₆O₈
• 分子量: 418.444
• InChiKey: MZEUQHBRDHUYTF-TYESYZPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.57
• 重原子数：
  30.0
• 可旋转键数：
  1.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  100.52
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  2,5-二羟基苯甲酸甲酯 、 (E)-3-[(3aR,6aR)-spiro[3a,6a-dihydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-yl]-2-methylprop-2-en-1-ol 在 silver(l) oxide 作用下， 以100%的产率得到methyl (1'S,4a'S,5'S,7a'R,10a'R,10b'R,10c'R)-1'-hydroxy-5'-methyl-4'-oxo-1',5',7a',10a',10b',10c'-hexahydrospiro[cyclohexane-1,9'-[1,5](epoxymethano)naphtho[1',2':4,5]furo[2,3-d][1,3]dioxole]-4a'(4'H)-carboxylate
  参考文献：
  名称：

  Dual participation of generated--benzoquinones with substituted furanoid vinyl glycals in cycloaddition reaction

  摘要：

  In-situ generated 2-substituted-p-benzoquinones from 3 (b - d) showed dual reactivity towards substituted glucofuranodienes 1 (a - c) and 2 (a - c). The cyclo-addition showed complete stereo- and regiochemical control.

  DOI：

  10.1016/0040-4039(91)80373-e