3-[(3aS,4S,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-furan-2,5-dione | 170590-38-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃二恶英
• 英文名称: 3-[(3aS,4S,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-furan-2,5-dione
• CAS: 170590-38-2
• 化学式: C₂₈H₃₂O₇Si
• 分子量: 508.643
• InChiKey: FPOKBSTWVHTJEV-WUEDSLEZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.86
• 重原子数：
  36.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  80.29
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3-[(3aS,4S,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-furan-2,5-dione 在 氨 、 乙酰氯 作用下， 生成 3-[(3aS,4S,6R,6aR)-6-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]pyrrole-2,5-dione
  参考文献：
  名称：

  Total synthesis of D-(+)-showdomycin from syn-2,5-disubstituted tetrahydrofuran

  摘要：

  D-(+)-Showdomycin, first isolated from Streptomyces showdoensis, has been synthesized starting from syn-2,5-disubstituted dihydrofuran 3. The key conversion was the functionalization of 2-thiophenylfuranyl group in 13 into maleic acid moiety in 12.

  DOI：

  10.1016/0040-4039(95)00722-o
• 作为产物：
  描述：

  (Z)-2-[(3aS,4S,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-but-2-enedioic acid 在 乙酸酐 、 三氟乙酸 作用下， 生成 3-[(3aS,4S,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-furan-2,5-dione
  参考文献：
  名称：

  Total synthesis of D-(+)-showdomycin from syn-2,5-disubstituted tetrahydrofuran

  摘要：

  D-(+)-Showdomycin, first isolated from Streptomyces showdoensis, has been synthesized starting from syn-2,5-disubstituted dihydrofuran 3. The key conversion was the functionalization of 2-thiophenylfuranyl group in 13 into maleic acid moiety in 12.

  DOI：

  10.1016/0040-4039(95)00722-o