cis-8a-<<(benzyloxy)methoxy>methyl>-3-(phenylthio)-4a,5,6,8a-tetrahydronaphthalene-1,8(4H,7H)-dione | 133295-83-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: cis-8a-<<(benzyloxy)methoxy>methyl>-3-(phenylthio)-4a,5,6,8a-tetrahydronaphthalene-1,8(4H,7H)-dione
• 英文别名: cis-8a-{[(benzyloxy)methoxy]methyl}-3-(phenylthio)-4a,5,6,8a-tetrahydronaphthalene-1,8(4H,7H)-dione
• CAS: 133295-83-7
• 化学式: C₂₅H₂₆O₄S
• 分子量: 422.545
• InChiKey: OEUFCMQLEQEOKE-NBGIEHNGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.18
• 重原子数：
  30.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  cis-8a-<<(benzyloxy)methoxy>methyl>-3-(phenylthio)-4a,5,6,8a-tetrahydronaphthalene-1,8(4H,7H)-dione 在 镍 作用下， 以 乙醇 为溶剂， 反应 96.0h， 以30%的产率得到cis-8a-<<(benzyloxy)methoxy>methyl>-4a,5,6,8a-tetrahydronaphthalene-1,8(4H,7H)-dione
  参考文献：
  名称：

  Angular hydroxymethylation of functionalized decalin systems

  摘要：

  Functionalized beta-dicarbonyl bicyclic compounds 5 and 17 were hydroxymethylated at the angular position as the (benzyloxy)methoxy derivatives with diisopropylethylamine (DIPEA) and benzyl chloromethyl ether in the presence of paraformaldehyde. The stereochemistry of cis-8a-[[(benzyloxy)methoxy]methyl]-3-(phenylthio)-4a,5,6,8a-tetrahydronaphthalene-1,8(4H,7H)-dione (12) was confirmed by X-ray analysis of the ethylene ketal 16.

  DOI：

  10.1021/jo00010a023
• 作为产物：
  描述：

  苄基氯甲基醚 、 1,8(2H,5H)-萘二酮,3,4,4a,8a-四氢-6-(苯基硫代)- 在 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 26.0h， 以52%的产率得到cis-8a-<<(benzyloxy)methoxy>methyl>-3-(phenylthio)-4a,5,6,8a-tetrahydronaphthalene-1,8(4H,7H)-dione
  参考文献：
  名称：

  Angular hydroxymethylation of functionalized decalin systems

  摘要：

  Functionalized beta-dicarbonyl bicyclic compounds 5 and 17 were hydroxymethylated at the angular position as the (benzyloxy)methoxy derivatives with diisopropylethylamine (DIPEA) and benzyl chloromethyl ether in the presence of paraformaldehyde. The stereochemistry of cis-8a-[[(benzyloxy)methoxy]methyl]-3-(phenylthio)-4a,5,6,8a-tetrahydronaphthalene-1,8(4H,7H)-dione (12) was confirmed by X-ray analysis of the ethylene ketal 16.

  DOI：

  10.1021/jo00010a023