methyl 2-((3aS,4S,6aR)-4,6a-dihydro-4-hydroxy-2,2-dimethyl-3aH-cyclopenta[d][1,3]dioxol-6-yl)acetate | 858360-37-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2-((3aS,4S,6aR)-4,6a-dihydro-4-hydroxy-2,2-dimethyl-3aH-cyclopenta[d][1,3]dioxol-6-yl)acetate
• 英文别名: methyl 2-[(3aR,6S,6aS)-6-hydroxy-2,2-dimethyl-6,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]acetate
• CAS: 858360-37-9
• 化学式: C₁₁H₁₆O₅
• 分子量: 228.245
• InChiKey: FGJJWATZZWUAJF-SFGNSQDASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 2-((3aS,4S,6aR)-4,6a-dihydro-4-hydroxy-2,2-dimethyl-3aH-cyclopenta[d][1,3]dioxol-6-yl)acetate 在 偶氮二甲酸二异丙酯 、 6-氯嘌呤 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以81%的产率得到(2Z)-methyl 2-((3aS,6aR)-2,2-dimethyl-3aH-cyclopenta[d][1,3]dioxol-6(6aH)-ylidene)acetate
  参考文献：
  名称：

  5‘-Homoneplanocin A Inhibits Hepatitis B and Hepatitis C

  摘要：

  As an outgrowth of our program to develop an efficient synthesis of 5'-homoneplanocin A, its antiviral potential was explored beyond that already in the literature. From that, this compound was found to have meaningful activity toward hepatitis B and hepatitis C, which represents an example of one agent effective toward both viruses. These data and an improved preparation of 5'-homoneplanocin A are reported.

  DOI：

  10.1021/jm058200e
• 作为产物：
  描述：

  methyl 2-((3aR,6S,6aR)-tetrahydro-2,2-dimethyl-4-oxo-3aH-cyclopenta[d][1,3]dioxol-6-yl)-2-(phenylthio)acetate 在 sodium tetrahydroborate 、 cerium(III) chloride 、 间氯过氧苯甲酸 、 calcium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 23.0h， 生成 methyl 2-((3aS,4S,6aR)-4,6a-dihydro-4-hydroxy-2,2-dimethyl-3aH-cyclopenta[d][1,3]dioxol-6-yl)acetate
  参考文献：
  名称：

  5‘-Homoneplanocin A Inhibits Hepatitis B and Hepatitis C

  摘要：

  As an outgrowth of our program to develop an efficient synthesis of 5'-homoneplanocin A, its antiviral potential was explored beyond that already in the literature. From that, this compound was found to have meaningful activity toward hepatitis B and hepatitis C, which represents an example of one agent effective toward both viruses. These data and an improved preparation of 5'-homoneplanocin A are reported.

  DOI：

  10.1021/jm058200e