methyl 1,1-ethylenedioxy-1,2,3,4-tetrahydro-3-hydroxy-5,8-dimethoxynaphthalene-3-carboxylate | 76117-18-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: methyl 1,1-ethylenedioxy-1,2,3,4-tetrahydro-3-hydroxy-5,8-dimethoxynaphthalene-3-carboxylate
• 英文别名: methyl rac-4,4-ethylenedioxy-1,2,3,4-tetrahydro-2-hydroxy-5,8-dimethoxynaphthalene-2-carboxylate；methyl 2-hydroxy-5,8-dimethoxyspiro[1,3-dihydronaphthalene-4,2'-1,3-dioxolane]-2-carboxylate
• CAS: 76117-18-5
• 化学式: C₁₆H₂₀O₇
• 分子量: 324.331
• InChiKey: OENUJXGMFBYJIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 1,1-ethylenedioxy-1,2,3,4-tetrahydro-3-hydroxy-5,8-dimethoxynaphthalene-3-carboxylate 在 aluminium amalgam 、 三氟化硼乙醚 、 sodium hydride 、 对甲苯磺酸 、 mercury dichloride 、 mercury(II) oxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 苯 为溶剂， 反应 9.75h， 生成 3-<1-(1,1-ethylenedioxy)ethyl>-1,2,3,4-tetrahydro-3-hydroxy-5,8-dimethoxynaphthalenone
  参考文献：
  名称：

  Broadhurst, Michael J.; Hassall, Cedric H.; Thomas, Gareth J., Journal of the Chemical Society. Perkin transactions I, 1982, # 9, p. 2239 - 2248

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl 1,2,3,4-tetrahydro-5,8-dimethoxy-4-oxonaphthalene-2-carboxylate 在 正丁基锂 、 氧气 、 对甲苯磺酸 、 二异丙胺 、 亚磷酸三乙酯 、 原甲酸三甲酯 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 7.0h， 生成 methyl 1,1-ethylenedioxy-1,2,3,4-tetrahydro-3-hydroxy-5,8-dimethoxynaphthalene-3-carboxylate
  参考文献：
  名称：

  Broadhurst, Michael J.; Hassall, Cedric H.; Thomas, Gareth J., Journal of the Chemical Society. Perkin transactions I, 1982, # 9, p. 2239 - 2248

  摘要：

  DOI：

文献信息

• Cyclic compounds
  申请人：Hoffmann-La Roche Inc.

  公开号：US04302398A1

  公开（公告）日：1981-11-24

  The present invention relates to naphthacene derivatives. More particularly, the invention is concerned with a process for the manufacture of hexahydronaphthacene derivatives and with certain of said derivatives per se. The invention is also concerned with novel intermediates occurring in said process and with the preparation thereof. There are presented hexahydronaphthacene derivatives of the formula ##STR1## wherein R.sup.1 represents a lower alkyl or esterified carboxy group or a group of the formula ##STR2## , in which R.sup.2 and R.sup.3 together form an oxo group or a protected oxo group and X represents a hydrogen atom or a hydroxy or acyloxy group, or --(CH.sub.2).sub.n --OY b in which n stands for 1 or 2 and Y represents a hydrogen atom or an alkyl or acyl group. Also presented are intermediates and a process to produce the compounds of formula I.

  本发明涉及萘酮衍生物。更具体地，该发明涉及一种用于制造六氢萘酮衍生物的方法，以及其中某些衍生物本身。该发明还涉及在该方法中出现的新型中间体以及其制备方法。提供了具有下述结构的六氢萘酮衍生物：其中R.sup.1代表较低的烷基或酯化羧基或具有下述结构的基团：其中R.sup.2和R.sup.3一起形成氧代基或受保护的氧代基，X代表氢原子或羟基或酰氧基，或--(CH.sub.2).sub.n--OY，其中n代表1或2，Y代表氢原子或烷基或酰基。还提供了中间体和生产式I化合物的方法。
• Process to produce hexahydronaphthacene derivatives
  申请人：Hoffmann-La Roche Inc.

  公开号：US04393221A1

  公开（公告）日：1983-07-12

  There is presented a process for the manufacture of hexahydronaphthacene derivatives of the general formula ##STR1## wherein one of R.sup.1 and R.sup.2 represents a hydrogen atom and the other represents a hydrogen atom or a hydroxy group or R.sup.1 and R.sup.2 together represent a protected oxo group, R.sup.3 represents a hydrogen atom or a hydroxy or acyloxy group and R.sup.4 represents a lower alkyl or esterified carboxy group or a group of the formula ##STR2## wherein R.sup.5 and R.sup.6 together form an oxo group or a protected oxo group and X represents a hydrogen atom or a hydroxy or acyloxy group or ##STR3## in which n stands for 1 or 2 and Y represents a hydrogen atom or an alkyl or acyl group. Also presented are certain of the novel derivatives per se and various novel intermediates in the process.

  提供一种制备六氢萘并蒽衍生物的方法，其一般公式为##STR1## 其中R.sup.1和R.sup.2中的一个表示氢原子，另一个表示氢原子或羟基，或者R.sup.1和R.sup.2在一起表示受保护的羰基基团，R.sup.3表示氢原子或羟基或酰氧基基团，R.sup.4表示较低的烷基或酯化羧基团或式子##STR2## 中R.sup.5和R.sup.6在一起形成羰基基团或受保护的羰基基团，X表示氢原子或羟基或酰氧基团或##STR3## 其中n代表1或2，Y表示氢原子或烷基或酰基基团。此外，还提供了某些新的衍生物和该过程中的各种新的中间体。
• Process to produce anthracycline compounds
  申请人：Hoffmann-La Roche Inc.

  公开号：US04409391A1

  公开（公告）日：1983-10-11

  There is presented a process for the manufacture of hexahydronaphthacene derivatives of the general formula ##STR1## wherein one of R.sup.1 and R.sup.2 represents a hydrogen atom and the other represents a hydrogen atom or a hydroxy group or R.sup.1 and R.sup.2 together represent a protected oxo group, R.sup.3 represents a hydrogen atom or a hydroxy or acyloxy group and R.sup.4 represents a lower alkyl or esterified carboxy group or a group of the formula ##STR2## wherein R.sup.5 and R.sup.6 together form an oxo group or a protected oxo group and X represents a hydrogen atom or a hydroxy or acyloxy group or --(CH.sub.2).sub.n --OY b in which n stands for 1 or 2 and Y represents a hydrogen atom or an alkyl or acyl group. Also presented are certain of the novel derivatives per se and various novel intermediates in the process.

  本发明涉及一种制备六氢萘并[1,2-b:5,6-b']二苯蒽衍生物的方法，其一般式为##STR1## 其中R.sup.1和R.sup.2中的一个表示氢原子，另一个表示氢原子或羟基，或者R.sup.1和R.sup.2在一起表示受保护的羰基基团，R.sup.3表示氢原子或羟基或酰氧基基团，R.sup.4表示低碳酰基或酯化的羧基基团或公式##STR2## 中的基团，其中R.sup.5和R.sup.6在一起形成羰基基团或受保护的羰基基团，X表示氢原子或羟基或酰氧基团或--(CH.sub.2).sub.n --OY b ，其中n为1或2，Y表示氢原子或烷基或酰基基团。本发明还提供了某些新型衍生物本身以及该过程中的各种新型中间体。
• Anthracycline glycosides
  申请人：Hoffmann-La Roche Inc.

  公开号：US04591636A1

  公开（公告）日：1986-05-27

  The invention relates to compounds of the formula ##STR1## wherein R is lower alkyl or a carboxy group or a group of the formula --(CH.sub.2).sub.n --OY a in which n stands for 1 or 2 and Y is hydrogen or alkyl and R.sup.Y and R.sup.z each are hydrogen or one of R.sup.Y and R.sup.z is hydrogen and the other is hydroxy, and pharmaceutically acceptable acid addition salts thereof. These compounds and salts possess antibiotic and antitumor activity and can be used as medicaments in the form of pharmaceutical preparations.

  本发明涉及公式##STR1##的化合物，其中R是较低的烷基或羧基或式--（CH.sub.2).sub.n --OY a的基团，其中n代表1或2，Y是氢或烷基，R.sup.Y和R.sup.z各自是氢或R.sup.Y和R.sup.z中的一个是氢，另一个是羟基，以及其药学上可接受的酸盐。这些化合物和盐具有抗生素和抗肿瘤活性，并可用作药物制剂的药物。
• Process for the preparation of hexahydronaphthacene derivatives
  申请人：F. HOFFMANN-LA ROCHE & CO. Aktiengesellschaft

  公开号：EP0013577A2

  公开（公告）日：1980-07-23

  Cyclic compounds of the general formula wherein one of R' and R2 is hydrogen and the other is hydrogen or hydroxy or R' and R2 taken together are a protected oxo group; R3 is hydrogen, hydroxy or acyloxy; R' is lower alkyl, esterified carboxy or a group of the formula -C(R5, R6) -CH2-X; R' and R'taken together are oxo or protected oxo; X is hydrogen, hydroxy, acyloxy or -(CH2)n-OY; Y is hydrogen, alkyl or acyl and n is 1 or 2; with the proviso that one of R1 and R2 is hydrogen and the other is hydroxy or R1 and R2 taken together are protected oxo when R' is acetoxy and R' is acetyl; processes for the preparation thereof and intermediates in these processes.

  通式的环状化合物，其中R'和R2之一为氢，另一个为氢或羟基，或R'和R2合在一起为受保护的氧代基团；R3为氢、羟基或酰氧基；R'为低级烷基、酯化羧基或式-C(R5，R6)-CH2-X的基团；R'和R'合在一起为氧代或受保护的氧代；X为氢、羟基、酰氧基或-(CH2)n-OY；Y为氢、烷基或酰基，n为1或2；但R1和R2之一为氢，另一个为羟基，或R1和R2合在一起为受保护的氧代，当R'为乙酰氧基，R'为乙酰基时；其制备工艺及其中间体。