(7S)-7-methyl-2-oxatricyclo[5.3.0.01,3]decane-4,8-dione | 203130-06-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: (7S)-7-methyl-2-oxatricyclo[5.3.0.01,3]decane-4,8-dione
• CAS: 203130-06-7
• 化学式: C₁₀H₁₂O₃
• 分子量: 180.203
• InChiKey: XDEBGJIQJLOPCX-HWOCKDDLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (7S)-7-methyl-2-oxatricyclo[5.3.0.01,3]decane-4,8-dione 在 sodium hydroxide 、 sodium tetrahydroborate 、 三氯化铝 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 3β-hydroxy-8-methoxy-3aβ-methyl-3,3a,4,5-tetrahydro-2H-benz[b]indeno[5,4-d]thiophene
  参考文献：
  名称：

  B-Ring unsaturated estrogens: biological evaluation of 17α-Dihydroequilein and novel B-Nor-6-thiaequilenins as tissue selective estrogens

  摘要：

  The pharmacology and SAR of representative equine estogens is described. 17alpha-Dihydroequilenin was found to prevent bone loss after 5 weeks of oral administration to ovariectornized rats. The stereochemical significance of the D-ring and the C/D ring juncture was investigated with a series of benzothiophene-based equilenin analogues. (C) 2003 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2003.09.060
• 作为产物：
  描述：

  (S)-(+)-2,3,7,7A-四氢-7A-甲基-1H-茚-1,5(6H)-二酮 在 sodium hydroxide 、 双氧水 作用下， 生成 (7S)-7-methyl-2-oxatricyclo[5.3.0.01,3]decane-4,8-dione
  参考文献：
  名称：

  B-Ring unsaturated estrogens: biological evaluation of 17α-Dihydroequilein and novel B-Nor-6-thiaequilenins as tissue selective estrogens

  摘要：

  The pharmacology and SAR of representative equine estogens is described. 17alpha-Dihydroequilenin was found to prevent bone loss after 5 weeks of oral administration to ovariectornized rats. The stereochemical significance of the D-ring and the C/D ring juncture was investigated with a series of benzothiophene-based equilenin analogues. (C) 2003 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2003.09.060

文献信息

• Practical Preparation of Diosphenols by Ring Opening of α,β-Epoxyketones Catalyzed by Silica Gel Supported Acids
  作者：Yuefei Hu、Rui Zhu、Lixin Xing、Xinyan Wang、Chuanjie Cheng、Bo Liu

  DOI：10.1055/s-2007-985584

  日期：——

  The mixed acid (H 2 SO 4 -HOAc) catalyzed ring opening of α,β-epoxyketone was the most used method for the preparation of diosphenols, but it seriously suffered from poor yields and -tedious workup operations. By using silica gel supported mixed acid (H 2 SO 4 -HOAc), a variety of α,β-epoxyketones were converted into the corresponding diosphenols in unprecedented high yields within a few minutes.

  混酸(H 2 SO 4 -HOAc)催化α,β-环氧酮开环是制备二酚类化合物最常用的方法，但其收率低，后处理操作繁琐。通过使用硅胶负载的混合酸（H 2 SO 4 -HOAc），各种α,β-环氧酮在几分钟内以前所未有的高产率转化为相应的二酚。