ditert-butyl (1S,12R,13S,16R)-3,10-dimethoxypentacyclo[10.4.1.02,11.04,9.013,16]heptadeca-2,4,6,8,10,14-hexaene-14,15-dicarboxylate | 291761-66-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: ditert-butyl (1S,12R,13S,16R)-3,10-dimethoxypentacyclo[10.4.1.02,11.04,9.013,16]heptadeca-2,4,6,8,10,14-hexaene-14,15-dicarboxylate
• CAS: 291761-66-5
• 化学式: C₂₉H₃₄O₆
• 分子量: 478.585
• InChiKey: GQHBZVXYQPJGNO-SEXKYXSUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ditert-butyl (1S,12R,13S,16R)-3,10-dimethoxypentacyclo[10.4.1.02,11.04,9.013,16]heptadeca-2,4,6,8,10,14-hexaene-14,15-dicarboxylate 在 叔丁基过氧化氢 、 potassium tert-butylate 作用下， 以58%的产率得到ditert-butyl (1S,12R,13S,14R,16S,17R)-3,10-dimethoxy-15-oxahexacyclo[10.5.1.02,11.04,9.013,17.014,16]octadeca-2,4,6,8,10-pentaene-14,16-dicarboxylate
  参考文献：
  名称：

  New and improved ‘LEGO’ BLOCK protocols for the direct synthesis of hydrophilic ribbon molecules with acid, ester or peptide functionality

  摘要：

  Hydrophilic ribbon molecules are produced directly from the reaction of cyclobutene epoxide BLOCKs with norbornene dipolarophiles or indirectly by chemical modification of substituents in preformed lipophilic ribbon molecules. The formation of di- and tetra-acid chloride epoxides holds the key to the formation of ester, acid and amide BLOCKs which are active in 1,3-dipolar cycloadditions with norbornene dipolarophiles, thereby delivering a wide range of substituents into the ribbon molecules and opening up combinatorial opportunities at each step. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)00685-7
• 作为产物：
  描述：

  丁炔二酸二叔丁酯 乙炔二羧酸二叔丁酯 、 1,4-Dihydro-1,4-methano-9,10-dimethoxyanthracene 在 RuH₂(CO)(PPh₃)₃ 作用下， 以 苯 为溶剂， 以35%的产率得到ditert-butyl (1S,12R,13S,16R)-3,10-dimethoxypentacyclo[10.4.1.02,11.04,9.013,16]heptadeca-2,4,6,8,10,14-hexaene-14,15-dicarboxylate
  参考文献：
  名称：

  New and improved ‘LEGO’ BLOCK protocols for the direct synthesis of hydrophilic ribbon molecules with acid, ester or peptide functionality

  摘要：

  Hydrophilic ribbon molecules are produced directly from the reaction of cyclobutene epoxide BLOCKs with norbornene dipolarophiles or indirectly by chemical modification of substituents in preformed lipophilic ribbon molecules. The formation of di- and tetra-acid chloride epoxides holds the key to the formation of ester, acid and amide BLOCKs which are active in 1,3-dipolar cycloadditions with norbornene dipolarophiles, thereby delivering a wide range of substituents into the ribbon molecules and opening up combinatorial opportunities at each step. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)00685-7

文献信息

• New and improved ‘LEGO’ BLOCK protocols for the direct synthesis of hydrophilic ribbon molecules with acid, ester or peptide functionality
  作者：Ronald N Warrener、Douglas N Butler、Davor Margetic、Frederick M Pfeffer、Richard A Russell

  DOI：10.1016/s0040-4039(00)00685-7

  日期：2000.6

  Hydrophilic ribbon molecules are produced directly from the reaction of cyclobutene epoxide BLOCKs with norbornene dipolarophiles or indirectly by chemical modification of substituents in preformed lipophilic ribbon molecules. The formation of di- and tetra-acid chloride epoxides holds the key to the formation of ester, acid and amide BLOCKs which are active in 1,3-dipolar cycloadditions with norbornene dipolarophiles, thereby delivering a wide range of substituents into the ribbon molecules and opening up combinatorial opportunities at each step. (C) 2000 Published by Elsevier Science Ltd.