ethyl 7-[5-benzyloxy-2,3-dihydro-2,2,4,6-tetramethylbenzo[b]furan-7-yl]-5-hydroxy-3-oxoheptanoate | 137418-51-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• 英文名称: ethyl 7-[5-benzyloxy-2,3-dihydro-2,2,4,6-tetramethylbenzo[b]furan-7-yl]-5-hydroxy-3-oxoheptanoate
• 英文别名: ethyl 5-hydroxy-3-oxo-7-(2,2,4,6-tetramethyl-5-phenylmethoxy-3H-1-benzofuran-7-yl)heptanoate
• CAS: 137418-51-0
• 化学式: C₂₈H₃₆O₆
• 分子量: 468.59
• InChiKey: CGTFZXRGHYUFQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  34
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 7-[5-benzyloxy-2,3-dihydro-2,2,4,6-tetramethylbenzo[b]furan-7-yl]-5-hydroxy-3-oxoheptanoate 在 sodium tetrahydroborate 、 三乙基硼 、 三甲基乙酸 作用下， 生成 (3S,5S)-7-(5-Benzyloxy-2,2,4,6-tetramethyl-2,3-dihydro-benzofuran-7-yl)-3,5-dihydroxy-heptanoic acid ethyl ester
  参考文献：
  名称：

  Synthesis of a New type of Antioxidant possessing Inhibitory Activity against HMG-CoA Reductase

  摘要：

  The 6-hydroxychromans (4) and (6), and 5-hydroxy-2,3-dihydrobenzo[b]furans (5) and (7) bearing a 4-hydroxypyran-2-one moiety were synthesized. All the compounds exhibited potent activity against lipid peroxidation. The chroman (4) possessed inhibitory activity against HMG-CoA reductase in addition to the antioxidant character.

  DOI：

  10.3987/com-94-6908
• 作为产物：
  描述：

  乙酰乙酸乙酯 、 3-[5-benzyloxy-2,3-dihydro-2,2,4,6-tetramethylbenzo[b]furan-7-yl]propanal 生成 ethyl 7-[5-benzyloxy-2,3-dihydro-2,2,4,6-tetramethylbenzo[b]furan-7-yl]-5-hydroxy-3-oxoheptanoate
  参考文献：
  名称：

  Synthesis of a New type of Antioxidant possessing Inhibitory Activity against HMG-CoA Reductase

  摘要：

  The 6-hydroxychromans (4) and (6), and 5-hydroxy-2,3-dihydrobenzo[b]furans (5) and (7) bearing a 4-hydroxypyran-2-one moiety were synthesized. All the compounds exhibited potent activity against lipid peroxidation. The chroman (4) possessed inhibitory activity against HMG-CoA reductase in addition to the antioxidant character.

  DOI：

  10.3987/com-94-6908

文献信息

• 4-Hydroxytetrahydropyran-2-one derivatives
  申请人：Fujirebio Inc.

  公开号：US05149834A1

  公开（公告）日：1992-09-22

  4-hydroxytetrahydropyran-2-one derivatives with general formula (I) are useful as cholesterol reducing agents as well as lipid reducing agents, serving as inhibitors of HMG-CoA reductase, and capable of inhibiting the biosynthesis of peroxidized lipids, and therefore effective for curing arteriosclerosis: ##STR1## wherein R.sub.1 represent hydrogen or a 2-tetrahydropyranyl group; R.sub.2 and R.sub.3 each represent hydrogen or an alkyl group having 1 to 6 carbon atoms; R.sub.4 represents hydrogen, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, an aryl group, an aralkyl group, an acyl group, an aroyl group or a substituted sulfonyl group; A represents --CH.sub.2 CH.sub.2 --, or --CH.dbd.CH--; and n is an integer of 1 or 2, and intermediates for synthesizing the 4-hydroxytetrahydropyran-2-one derivatives are disclosed.

  具有一般式(I)的4-羟基四氢吡喃-2-酮衍生物可用作降低胆固醇和脂质的药剂，作为HMG-CoA还原酶的抑制剂，能够抑制过氧化脂质的生物合成，因此对治疗动脉硬化有效：其中R.sub.1代表氢或2-四氢吡喃基团；R.sub.2和R.sub.3各代表氢或具有1至6个碳原子的烷基基团；R.sub.4代表氢，具有1至6个碳原子的烷基基团，具有2至6个碳原子的烯基基团，芳基，芳基烷基，酰基，芳基酰基或取代磺酰基；A代表--CH.sub.2 CH.sub.2--或--CH.dbd.CH--; n为1或2的整数，公开了用于合成4-羟基四氢吡喃-2-酮衍生物的中间体。
• 4-Hydroxytetrahydropyran-2-one derivatives useful as cholesterol and lipid reducing agents
  申请人：FUJIREBIO INC.

  公开号：EP0445827B1

  公开（公告）日：1996-09-25
• US5149834A
  申请人：——

  公开号：US5149834A

  公开（公告）日：1992-09-22