2,2-Dimethyl-propionic acid (4R,4aR,7S)-4-hydroxy-7-isopropyl-4a-methyl-3,4,4a,5,6,7-hexahydro-naphthalen-1-ylmethyl ester | 225531-81-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2,2-Dimethyl-propionic acid (4R,4aR,7S)-4-hydroxy-7-isopropyl-4a-methyl-3,4,4a,5,6,7-hexahydro-naphthalen-1-ylmethyl ester
• 英文别名: [(4R,4aR,7S)-4-hydroxy-4a-methyl-7-propan-2-yl-4,5,6,7-tetrahydro-3H-naphthalen-1-yl]methyl 2,2-dimethylpropanoate
• CAS: 225531-81-7
• 化学式: C₂₀H₃₂O₃
• 分子量: 320.472
• InChiKey: MCXUARXNQWKQES-WIBUTAKZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-(+)-α-甲氧基-α-(三氟甲基)苯乙酸 、 2,2-Dimethyl-propionic acid (4R,4aR,7S)-4-hydroxy-7-isopropyl-4a-methyl-3,4,4a,5,6,7-hexahydro-naphthalen-1-ylmethyl ester 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以1.1 mg的产率得到(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1R,6S,8aR)-4-(2,2-dimethyl-propionyloxymethyl)-6-isopropyl-8a-methyl-1,2,6,7,8,8a-hexahydro-naphthalen-1-yl ester
  参考文献：
  名称：

  Medicinal Flowers. I. Aldose Reductase Inhibitors and Three New Eudesmane-Type Sesquiterpenes, Kikkanols A, B, and C, from the Flowers of Chrysanthemum indicum L.

  摘要：

  The methanolic extract from the flowers of Chrysanthemum indicum L., Chrysanthemi Indici Flos, was found to show inhibitory activity against rat lens aldose reductase. By bioassay-guided separation, the active components, such as flavone and flavone glycosides, were isolated from the extract together with three new eudesmane-type sesquiterpenes, kikkanols A, B, and C. The structures of kikkanols A, B, and C were elucidated on the basis of chemical and physicochemical evidence, which included application of the modified Mosher's method.

  DOI：

  10.1248/cpb.47.340
• 作为产物：
  描述：

  三甲基乙酰氯 、 kikkanol B 在 吡啶 作用下， 反应 2.0h， 以2.2 mg的产率得到2,2-Dimethyl-propionic acid (4R,4aR,7S)-4-hydroxy-7-isopropyl-4a-methyl-3,4,4a,5,6,7-hexahydro-naphthalen-1-ylmethyl ester
  参考文献：
  名称：

  Medicinal Flowers. I. Aldose Reductase Inhibitors and Three New Eudesmane-Type Sesquiterpenes, Kikkanols A, B, and C, from the Flowers of Chrysanthemum indicum L.

  摘要：

  The methanolic extract from the flowers of Chrysanthemum indicum L., Chrysanthemi Indici Flos, was found to show inhibitory activity against rat lens aldose reductase. By bioassay-guided separation, the active components, such as flavone and flavone glycosides, were isolated from the extract together with three new eudesmane-type sesquiterpenes, kikkanols A, B, and C. The structures of kikkanols A, B, and C were elucidated on the basis of chemical and physicochemical evidence, which included application of the modified Mosher's method.

  DOI：

  10.1248/cpb.47.340