monoethyl 3,4,5-trimethoxybenzylmalonate | 154317-98-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: monoethyl 3,4,5-trimethoxybenzylmalonate
• 英文别名: 3-Ethoxy-3-oxo-2-[(3,4,5-trimethoxyphenyl)methyl]propanoic acid
• CAS: 154317-98-3
• 化学式: C₁₅H₂₀O₇
• 分子量: 312.32
• InChiKey: PJNDGWCMYFKIPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  91.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  monoethyl 3,4,5-trimethoxybenzylmalonate 在 正丁基锂 、 sodium acetate 、 sodium hydride 、 二异丁基氢化铝 、 对甲苯磺酸 、 氢化奎尼定 1,4-(2,3-二氮杂萘)二醚 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 水 、 甲苯 、 叔丁醇 为溶剂， 反应 24.5h， 生成 [(S)-2,2-Dimethyl-4-(3,4,5-trimethoxy-benzyl)-[1,3]dioxolan-4-yl]-[2-(2-methoxy-ethoxymethoxy)-phenyl]-methanone
  参考文献：
  名称：

  Enantioselective Synthesis of Eucomols Using Sharpless Catalytic Asymmetric Dihydroxylation

  摘要：

  A novel synthetic method was developed for eucomols, (S)-3-hydroxyomoisoflavanones. Addition of aryllithium to aldehyde ((S)-9) obtained by asymmetric dihydroxylation of 4, followed by the formation of cyclic ether, gave eucomols, (S)-3-hydroxyhomoisoflavanones (1a-e).

  DOI：

  10.3987/com-97-s24
• 作为产物：
  描述：

  2-(3,4,5-trimethyloxy)benzylmalonic acid diethyl ester 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 以84%的产率得到monoethyl 3,4,5-trimethoxybenzylmalonate
  参考文献：
  名称：

  Enantioselective Synthesis of Eucomols Using Sharpless Catalytic Asymmetric Dihydroxylation

  摘要：

  A novel synthetic method was developed for eucomols, (S)-3-hydroxyomoisoflavanones. Addition of aryllithium to aldehyde ((S)-9) obtained by asymmetric dihydroxylation of 4, followed by the formation of cyclic ether, gave eucomols, (S)-3-hydroxyhomoisoflavanones (1a-e).

  DOI：

  10.3987/com-97-s24

文献信息

• Process for the preparation of carboxylic acids and derivatives of them
  申请人：Biogal Gyogyszergrar

  公开号：US05350872A1

  公开（公告）日：1994-09-27

  The subject matter of the invention is a process for the preparation of carboxylic acids and derivatives of them of the general formula ##STR1## wherein R means hydrogen, or a C.sub.1-4 alkyl or a (C.sub.1-5 alkoxy)carbonyl group, R.sub.1 is as defined in claim 1, R.sub.7 stands for hydrogen or a C.sub.1-7 alkyl group and R.sub.8 means hydrogen or a carboxyl group, by reacting a 1,3-dioxane-4,6-dione derivative of the general formula ##STR2## wherein R.sub.9 stands for a C.sub.1-4 alkyl group or a phenyl group, optionally monosubstituted by halogen and R.sub.10 stands for hydrogen or a C.sub.1-5 alkyl group or R.sub.9 and R.sub.10 together form a pentamethylene group, and an aldehyde or ketone of the general formula ##STR3## in the presence of formic acid.

  本发明的主题是一种用于制备通式##STR1##的羧酸及其衍生物的过程，其中R表示氢，或C.sub.1-4烷基或（C.sub.1-5烷氧基）甲酰基，R.sub.1如权利要求1中定义，R.sub.7代表氢或C.sub.1-7烷基团，R.sub.8表示氢或羧酸基团，通过将通式##STR2##的1,3-二氧杂环己烷-4,6-二酮衍生物与通式##STR3##的醛或酮在甲酸存在下反应。其中R.sub.9代表C.sub.1-4烷基或苯基，可选地被卤素单取代，R.sub.10代表氢或C.sub.1-5烷基，或R.sub.9和R.sub.10共同形成一个五亚甲基基团。
• US5350872A
  申请人：——

  公开号：US5350872A

  公开（公告）日：1994-09-27
• US5414108A
  申请人：——

  公开号：US5414108A

  公开（公告）日：1995-05-09
• Enantioselective Synthesis of Eucomols Using Sharpless Catalytic Asymmetric Dihydroxylation
  作者：Sang-sup Jew、Hyun-ah Kim、Jeong-hoon Kim、Hyeung-geun Park

  DOI：10.3987/com-97-s24

  日期：——

  A novel synthetic method was developed for eucomols, (S)-3-hydroxyomoisoflavanones. Addition of aryllithium to aldehyde ((S)-9) obtained by asymmetric dihydroxylation of 4, followed by the formation of cyclic ether, gave eucomols, (S)-3-hydroxyhomoisoflavanones (1a-e).