ethyl 3-(2,5-dibenzyloxyphenyl)crotonate | 131637-05-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: ethyl 3-(2,5-dibenzyloxyphenyl)crotonate
• 英文别名: ethyl (Z)-3-[2,5-bis(phenylmethoxy)phenyl]but-2-enoate
• CAS: 131637-05-3
• 化学式: C₂₆H₂₆O₄
• 分子量: 402.49
• InChiKey: LWIBPOCIMSZVBX-SILNSSARSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 3-(2,5-dibenzyloxyphenyl)crotonate 在 三氯化铝 sodium hydroxide 作用下， 以 水 为溶剂， 生成 3-(2,5-dibenzyloxyphenyl)-1-butanol
  参考文献：
  名称：

  2,10-Disubstituted dibenzo[b,d]pyrans and benzo[c]quinolines

  摘要：

  式为##STR1##的化合物，其中Q为CH.sub.2、C.dbd.O、CHOH或CHCH.sub.2 OH；M为O或NR.sub.6；其中R.sub.6为氢，或某些烷基、芳基烷基、酰基或羰基烷基取代基；R.sub.1为氢，或某些烷酰基或氨基取代的烷酰基取代基；R.sub.4和R.sub.5分别为氢或含有1至4个碳原子的烷基；Z为含有1至9个碳原子的烷基或--(alk.sub.1)--X--(alk.sub.2).sub.n--，其中(alk.sub.1)和(alk.sub.2)为某些烷基基团，X为O、S、SO或SO.sub.2；W为甲基、苯基、取代苯基、吡啶基、哌啶基、环烷基或取代环烷基基团，以及具有含有碱性氮原子的药用可接受的所述化合物的加合盐。所述化合物可用作镇痛剂和其中间体。

  公开号：

  US04206225A1
• 作为产物：
  描述：

  2,5-二羟基苯乙酮 在 potassium tert-butylate 、 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 29.0h， 生成 ethyl 3-(2,5-dibenzyloxyphenyl)crotonate
  参考文献：
  名称：

  A nitrone-based cycloaddition approach to the synthesis of the glycosyl system of nogalomycin, menogaril, and their congeners

  摘要：

  A series of model systems for the benzoxocin portion of nogalomycin was synthesized by cycloaddition of nitrone 8 with assorted dipolarophiles. Cycloaddition between nitrone 8 and vinyltrimethylsilane afforded isoxazolidines which were fragmented to produce either benzoxocins 21 and 23 or tricyclic isomer 27. Tricyclic systems 23 and 27 were produced also from the adduct of nitrone 8 and allyltrimethylsilane following fragmentation and oxidative cleavage of the resulting homoallylic amine derivative. Dipolar cycloaddition between nitrone 8 and vinylene carbonate yielded two diastereomeric isoxazolidines 40 and 41, both of which had the intact carbon skeleton of the glycosyl region of nogalomycin but which bore the incorrect relative configuration for transformation to menogaril analogue 5.

  DOI：

  10.1021/jo00004a008

文献信息

• DESHONG, PHILIP;LI, WEI;KENNINGTON, JOHN W. (JR);AMMON, HERMAN L.;LEGINUS+, J. ORG. CHEM., 56,(1991) N, C. 1364-1373
  作者：DESHONG, PHILIP、LI, WEI、KENNINGTON, JOHN W. (JR)、AMMON, HERMAN L.、LEGINUS+

  DOI：——

  日期：——
• 2,10-Disubstituted dibenzo(b,d)pyrans and benzo(c)quinolines and pharmaceutical compositions thereof
  申请人：PFIZER INC.

  公开号：EP0009386B1

  公开（公告）日：1982-11-17
• US4206225A
  申请人：——

  公开号：US4206225A

  公开（公告）日：1980-06-03
• 2,10-Disubstituted dibenzo[b,d]pyrans and benzo[c]quinolines
  申请人：Pfizer Inc.

  公开号：US04206225A1

  公开（公告）日：1980-06-03

  A compound of the formula ##STR1## wherein Q is CH.sub.2, C.dbd.O, CHOH or CHCH.sub.2 OH; M is O or NR.sub.6 ; where R.sub.6 is hydrogen, or certain alkyl, aralkyl, acyl or carboalkoxy substituted alkyl groups; R.sub.1 is hydrogen, or certain alkanoyl or amino substituted alkanoyl groups; R.sub.4 and R.sub.5 are each hydrogen or alkyl having from 1 to 4 carbon atoms; Z is alkylene having from 1 to 9 carbon atoms or --(alk.sub.1)--X--(alk.sub.2).sub.n -- where (alk.sub.1) and (alk.sub.2) are certain alkylene groups and X is O, S, SO or SO.sub.2 ; W is a methyl, phenyl, substituted phenyl, pyridyl, piperidyl, cycloalkyl or substituted cycloalkyl group and the pharmaceutically acceptable and addition salts of said compounds having a basic nitrogen atoms. Said compounds are useful as analgesics and as intermediates therefore.

  式为##STR1##的化合物，其中Q为CH.sub.2、C.dbd.O、CHOH或CHCH.sub.2 OH；M为O或NR.sub.6；其中R.sub.6为氢，或某些烷基、芳基烷基、酰基或羰基烷基取代基；R.sub.1为氢，或某些烷酰基或氨基取代的烷酰基取代基；R.sub.4和R.sub.5分别为氢或含有1至4个碳原子的烷基；Z为含有1至9个碳原子的烷基或--(alk.sub.1)--X--(alk.sub.2).sub.n--，其中(alk.sub.1)和(alk.sub.2)为某些烷基基团，X为O、S、SO或SO.sub.2；W为甲基、苯基、取代苯基、吡啶基、哌啶基、环烷基或取代环烷基基团，以及具有含有碱性氮原子的药用可接受的所述化合物的加合盐。所述化合物可用作镇痛剂和其中间体。
• A nitrone-based cycloaddition approach to the synthesis of the glycosyl system of nogalomycin, menogaril, and their congeners
  作者：Philip DeShong、Wei Li、John W. Kennington、Herman L. Ammon、Joseph M. Leginvs

  DOI：10.1021/jo00004a008

  日期：1991.2

  A series of model systems for the benzoxocin portion of nogalomycin was synthesized by cycloaddition of nitrone 8 with assorted dipolarophiles. Cycloaddition between nitrone 8 and vinyltrimethylsilane afforded isoxazolidines which were fragmented to produce either benzoxocins 21 and 23 or tricyclic isomer 27. Tricyclic systems 23 and 27 were produced also from the adduct of nitrone 8 and allyltrimethylsilane following fragmentation and oxidative cleavage of the resulting homoallylic amine derivative. Dipolar cycloaddition between nitrone 8 and vinylene carbonate yielded two diastereomeric isoxazolidines 40 and 41, both of which had the intact carbon skeleton of the glycosyl region of nogalomycin but which bore the incorrect relative configuration for transformation to menogaril analogue 5.