benzyl coumaraldehyde | 60960-89-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 英文名称: benzyl coumaraldehyde
• 英文别名: p-Benzyloxycinnamaldehyde；3-(4-phenylmethoxyphenyl)prop-2-enal
• CAS: 60960-89-6
• 化学式: C₁₆H₁₄O₂
• 分子量: 238.286
• InChiKey: NYHQCCMTIODLDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  benzyl coumaraldehyde 在 N-碘代丁二酰亚胺 、 氢气 、 palladium(II) hydroxide 、 四丁基碘化铵 、 苯甲酸 、 (2S,5S)-(-)-2-叔丁基-3-甲基-5-苯基-4-咪唑啉酮 作用下， 以 甲醇 、 二氯甲烷 、 水 、 乙酸乙酯 为溶剂， 反应 42.0h， 生成 (2S,3R,3a'S,6'S,6a'R)-3a'-hydroxy-3-(4-hydroxyphenyl)-6'-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2'H,5H-spiro[furan-2,3'-furo[3,2-b]furan]-2',5-dione
  参考文献：
  名称：

  Organocatalytic 1,4-conjugate addition of ascorbic acid to α,β-unsaturated aldehydes: bio-inspired total syntheses of leucodrin, leudrin and proposed structure of dilaspirolactone

  摘要：

  通过串联1,4-共轭加成/半缩醛化/半缩酮化，开发了抗坏血酸对各种α,β-不饱和醛的有机催化加成方法，为合成一类具有5-5-5螺二内酯核的抗坏血酸盐天然产物提供了一条快速途径。基于所描述的化学反应，实现了白藜芦素、勒维丁和提出的二螺二酚内酯结构的全程合成。

  DOI：

  10.1039/c3ob00046j
• 作为产物：
  描述：

  、 二异丙胺 、 N-ethylidenecyclohexylamine 、 4-苄氧基苯甲醛 、 乙醚 在 氮气 、 水 、 溶剂黄146 、 盐酸 、 sodium hydroxide 、 氯化钠 作用下， 以 正丁基锂 、 正己烷 、 四氢呋喃 为溶剂， 反应 9.0h， 以to yield the 4-benzyloxycinnamaldehyde的产率得到benzyl coumaraldehyde
  参考文献：
  名称：

  5,6-Benzoisoindolines

  摘要：

  4-苯基-9,9a-二氢-5,6-苯并异喹啉，例如公式##STR1##或其盐是抗哮喘和抗过敏药物。

  公开号：

  US04014899A1

文献信息

• Trapping Reactive Metal-Carbene Complexes by a Bis-Pocket Porphyrin: X-ray Crystal Structures of RuCHCO₂Et and<i>trans</i>-[Ru(CHR)(CO)] Species and Highly Selective Carbenoid Transfer Reactions
  作者：Qing-Hai Deng、Jian Chen、Jie-Sheng Huang、Stephen Sin-Yin Chui、Nianyong Zhu、Guang-Yu Li、Chi-Ming Che

  DOI：10.1002/chem.200901895

  日期：2009.10.19

  my pockets? By employing Suslick's bis‐pocket porphyrin (ttppp), a reactive MCHCO2Et complex and a trans‐[M(CHR)(CO)] (M=Ru) complex have been structurally characterized by X‐ray crystal analysis. The sterically encumbered ttppp ligand has a significant impact on both the diastereoselectivity and chemoselectivity in metalloporphyrin‐catalyzed reactions of ethyl diazoacetate with conjugated aryl dienes

  我的口袋里有什么？通过采用Suslick的双袋卟啉（ttppp），反应性MCHCO 2的Et络合物和反式- [M（CHR）（CO）]（M = Ru）的络合物已经在结构通过X射线晶体分析。在金属卟啉催化的重氮乙酸乙酯与共轭芳基二烯的反应中，空间受限的ttppp配体对非对映选择性和化学选择性都有重大影响。
• Antiasthmatic 5,6-benzoisoindoline compositions
  申请人：Ciba-Geigy Corporation

  公开号：US03973030A1

  公开（公告）日：1976-08-03

  4-Phenyl-9,9a-dihydro-5,6-benzoisoindolines, e.g. those of the formula ##SPC1## R = h, alkyl, alkenyl or (hydroxy or amino)-alkyl, R" = h, alkyl, OH, alkanoyloxy, alkoxy, 1/2 alkylenedioxy, benzyloxy, halogeno, CF.sub.3, NO.sub.2 or amino m,n = 1 to 4 Or salts thereof are also antiallergic agents.

  4-苯基-9,9a-二氢-5,6-苯并异喹啉，例如式子##SPC1##其中R = 氢，烷基，烯基或（羟基或氨基）-烷基，R" = 氢，烷基，羟基，烷酰氧基，烷氧基，1/2 亚烷基二氧基，苄氧基，卤素，CF.sub.3，NO.sub.2或氨基，m，n = 1至4或其盐也是抗过敏药物。
• Mevalonolactone derivatives
  申请人：Sankyo Company Limited

  公开号：US04198425A1

  公开（公告）日：1980-04-15

  This invention concerns novel mevalonolactone derivatives having the formula ##STR1## wherein A represents a direct linkage, methylene, ethylene, trimethylene or vinylene group; R.sup.1 represents hydrogen atom, or an aliphatic acyl group, benzoyl group, or a benzoyl group substituted with hydroxy, lower alkoxy, aliphatic acyloxy or halogen; R.sup.2 represents hydrogen atom, a halogen atom or methyl group; and R.sup.3, R.sup.4 and R.sup.5 are same or different and each represents hydrogen atom, a halogen atom, a lower alkyl group with or without halogen as the substituent, phenyl group, or a phenyl group substituted with halogen, lower alkoxy, aliphatic acyloxy or lower alkyl with or without halogen, or a group represented by the formula R.sup.6 O-- (in the formula, R.sup.6 means hydrogen atom, an aliphatic acyl group, benzoyl group, phenyl group, a phenylalkyl group, cinnamyl group, or a group of benzoyl, phenyl, phenylalkyl or cinnamyl in all of which the aromatic ring is substituted with hydroxy, halogen, lower alkoxy, aliphatic acyloxy or lower alkyl with or without halogen as the substituent, or a lower alkyl group with or without halogen as the substituent). The compounds are useful for the treatment of hyperlipidemia. They may be prepared by halo-lactonizing the corresponding .gamma.,.delta.-unsaturated carboxylic acid derivatives and optionally dehalogenating the resulting product, or lactonizing the corresponding .delta.-hydroxy-carboxylic acid derivatives.

  本发明涉及具有以下式子的新型甲烷基酮内酯衍生物：##STR1## 其中A代表直接连接，亚甲基，乙烯基，三亚甲基或乙烯基基团；R.sup.1代表氢原子，或脂肪族酰基，苯甲酰基，或取代羟基，较低烷氧基，脂肪族酰氧基或卤素的苯甲酰基；R.sup.2代表氢原子，卤素原子或甲基基团；R.sup.3，R.sup.4和R.sup.5相同或不同，每个代表氢原子，卤素原子，带或不带卤素的较低烷基基团，苯基，或取代卤素，较低烷氧基，脂肪族酰氧基或带或不带卤素的较低烷基的苯基，或由以下式子表示的基团R.sup.6 O-（在该式中，R.sup.6代表氢原子，脂肪族酰基，苯甲酰基，苯基，苯基烷基，肉桂酰基或苯甲酰基，苯基，苯基烷基或肉桂酰基，其中芳香环取代羟基，卤素，较低烷氧基，脂肪族酰氧基或带或不带卤素的较低烷基，或带或不带卤素的较低烷基）。这些化合物对于治疗高脂血症很有用。它们可以通过卤代内酯化相应的γ，δ-不饱和羧酸衍生物并可选地去卤生成产物，或通过内酯化相应的δ-羟基羧酸衍生物制备。
• Mevalonolactone derivatives and process for the preparation thereof
  申请人：Sankyo Company Limited

  公开号：US04262013A1

  公开（公告）日：1981-04-14

  This invention concerns novel mevalonolactone derivatives having the formula ##STR1## wherein A represents a direct linkage, methylene, ethylene, trimethylene or vinylene group; R.sup.1 represents hydrogen atom, an aliphatic acyl group, benzoyl group, or a benzoyl group substituted with hydroxy, lower alkoxy, aliphatic acyloxy or halogen; R.sup.2 represents hydrogen atom, a halogen atom or methyl group; and R.sup.3, R.sup.4 and R.sup.5 are same or different and each represents hydrogen atom, a halogen atom, a lower alkyl group with or without halogen as the substituent, phenyl group, or a phenyl group substituted with halogen, lower alkoxy, aliphatic acyloxy or lower alkyl with or without halogen, or a group represented by the formula R.sup.6 O-- (in the formula, R.sup.6 means hydrogen atom, an aliphatic acyl group, benzoyl group, phenyl group, a phenylalkyl group, cinnamyl group, or a group of benzoyl, phenyl, phenylalkyl or cinnamyl in all of which the aromatic ring is substituted with hydroxy, halogen, lower alkoxy, aliphatic acyloxy or lower alkyl with or without halogen as the substituent, or a lower alkyl group with or without halogen as the substituent). The compounds are useful for the treatment of hyperlipidemia. They may be prepared by halo-lactonizing the corresponding .gamma.,.delta.-unsaturated carboxylic acid derivatives and optionally dehalogenating the resulting product, or lactonizing the corresponding .delta.-hydroxy-carboxylic acid derivatives.

  本发明涉及具有以下式的新型甲烷酸内酯衍生物：##STR1## 其中A表示直接连接、亚甲基、乙烯基、三亚甲基或乙烯基基团；R.sup.1表示氢原子、脂肪族酰基、苯甲酰基或羟基、较低的烷氧基、脂肪族酰氧基或卤素取代的苯甲酰基；R.sup.2表示氢原子、卤素原子或甲基基团；R.sup.3、R.sup.4和R.sup.5相同或不同，每个表示氢原子、卤素原子、具有或不具有卤素取代的较低烷基基团、苯基或卤素、较低的烷氧基、脂肪族酰氧基或具有或不具有卤素取代的较低烷基基团、苯基或苯基烷基基团，或由以下式表示的基团R.sup.6 O-（在式中，R.sup.6表示氢原子、脂肪族酰基、苯甲酰基、苯基、苯基烷基、肉桂基或苯甲酰基、苯基、苯基烷基或肉桂基，其中芳香环取代羟基、卤素、较低烷氧基、脂肪族酰氧基或具有或不具有卤素取代的较低烷基基团，或具有或不具有卤素取代的较低烷基基团）。这些化合物对治疗高脂血症有用。它们可以通过卤代内酯化相应的γ，δ-不饱和羧酸衍生物并选择性去卤素化所得产物，或内酯化相应的δ-羟基羧酸衍生物制备。
• Organocatalytic Asymmetric Vinylogous Michael Addition of Electron-Deficient Aryl Alkane Nucleophiles to Enals
  作者：Zhiguang Zhang、Ao Sui、Xiaomin Zhang、Xu Wang、Xinyi He、Bingzhu Zhang、Haixia Wu

  DOI：10.1021/acs.joc.3c01232

  日期：2023.12.15

  We report herein a protocol for an organocatalyzed asymmetric vinylogous Michael addition of aryl alkane nucleophiles with enals under base- and additive-free conditions. A series of allylic building blocks were obtained in 60%–93% yield and 88–99% ee with 20 mol % diphenylprolinol silyl ether as catalyst. This protocol has advantages such as excellent chemoselectivity and regioselectivity, good tolerance

  我们在此报告了在无碱和无添加剂的条件下，芳基烷烃亲核试剂与烯醇发生有机催化的不对称插烯迈克尔加成的方案。以 20 mol% 二苯基脯氨醇甲硅烷基醚为催化剂，以 60%–93% 的收率和 88–99% ee 获得了一系列烯丙基结构单元。该方案具有优异的化学选择性和区域选择性、功能耐受性好、反应条件简单等优点。