2-[(2R,6S)-6-((2R,4R,5S)-2,4-Dihydroxy-5-methyl-7-{(2S,6S)-6-[3-(4-oxo-2,2-diphenyl-4H-benzo[1,3]dioxin-5-yl)-propyl]-tetrahydro-pyran-2-yl}-heptyl)-tetrahydro-pyran-2-yl]-2-methyl-propionic acid benzyl ester | 858346-81-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[(2R,6S)-6-((2R,4R,5S)-2,4-Dihydroxy-5-methyl-7-{(2S,6S)-6-[3-(4-oxo-2,2-diphenyl-4H-benzo[1,3]dioxin-5-yl)-propyl]-tetrahydro-pyran-2-yl}-heptyl)-tetrahydro-pyran-2-yl]-2-methyl-propionic acid benzyl ester
• 英文别名: benzyl 2-[(2R,6S)-6-[(2R,4R,5S)-2,4-dihydroxy-5-methyl-7-[(2S,6S)-6-[3-(4-oxo-2,2-diphenyl-1,3-benzodioxin-5-yl)propyl]oxan-2-yl]heptyl]oxan-2-yl]-2-methylpropanoate
• CAS: 858346-81-3
• 化学式: C₅₂H₆₄O₉
• 分子量: 833.075
• InChiKey: IWLCTAFYYUHVSC-CFLDYNCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.5
• 重原子数：
  61
• 可旋转键数：
  19
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-[(2R,6S)-6-((2R,4R,5S)-2,4-Dihydroxy-5-methyl-7-{(2S,6S)-6-[3-(4-oxo-2,2-diphenyl-4H-benzo[1,3]dioxin-5-yl)-propyl]-tetrahydro-pyran-2-yl}-heptyl)-tetrahydro-pyran-2-yl]-2-methyl-propionic acid benzyl ester 以 二氯甲烷 为溶剂， 反应 1.0h， 以26%的产率得到2-{(2R,6S)-6-[(S)-2-Hydroxy-3-((1S,13R,14S,17S)-9-hydroxy-14-methyl-11-oxo-12,21-dioxa-tricyclo[15.3.1.0^5,10]henicosa-5,7,9-trien-13-yl)-propyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester
  参考文献：
  名称：

  A Concise Synthesis of (+)-SCH 351448

  摘要：

  yWe describe a highly convergent synthetic approach to the natural product (+)-SCH 351448 (1)-a hexane-soluble heptacoordinate monosodium salt of a C-2-symmetrical macrocyclic dilactone. Our approach implements a photochemical acylation as the key step to combine two nearly identical but orthogonal C1-C29 fragments, followed by a base-induced intramolecular acylation and deprotection to yield the natural product.

  DOI：

  10.1021/ol0510769
• 作为产物：
  描述：

  trifluoromethanesulfonic acid 4-oxo-2,2-diphenyl-4H-benzo[1,3]dioxin-5-yl ester 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 吡啶 、 potassium phosphate 、 氟化氢吡啶 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 生成 2-[(2R,6S)-6-((2R,4R,5S)-2,4-Dihydroxy-5-methyl-7-{(2S,6S)-6-[3-(4-oxo-2,2-diphenyl-4H-benzo[1,3]dioxin-5-yl)-propyl]-tetrahydro-pyran-2-yl}-heptyl)-tetrahydro-pyran-2-yl]-2-methyl-propionic acid benzyl ester
  参考文献：
  名称：

  A Concise Synthesis of (+)-SCH 351448

  摘要：

  yWe describe a highly convergent synthetic approach to the natural product (+)-SCH 351448 (1)-a hexane-soluble heptacoordinate monosodium salt of a C-2-symmetrical macrocyclic dilactone. Our approach implements a photochemical acylation as the key step to combine two nearly identical but orthogonal C1-C29 fragments, followed by a base-induced intramolecular acylation and deprotection to yield the natural product.

  DOI：

  10.1021/ol0510769