1-(2,4-二羟基苯基)-2-(2,4-二甲氧基苯基)乙酮 | 1855-30-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 1-(2,4-二羟基苯基)-2-(2,4-二甲氧基苯基)乙酮
• 英文名称: 2,4-dihydroxy-2',4'-dimethoxydesoxybenzoin
• 英文别名: 2',4'dihydroxyphenyl 2,4-dimethoxybenzyl ketone；1-(2,4-dihydroxyphenyl)-2-(2,4-dimethoxyphenyl)ethanone；(2,4-Dihydroxy-phenyl)-(2,4-dimethoxy-benzyl)-keton
• CAS: 1855-30-7
• 化学式: C₁₆H₁₆O₅
• 分子量: 288.3
• InChiKey: PBIQFUNTNXYFGO-UHFFFAOYSA-N

物化性质

• 熔点：
  155–156°C
• 沸点：
  490.2±35.0 °C(Predicted)
• 密度：
  1.272±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2914509090

反应信息

• 作为反应物：
  描述：

  1-(2,4-二羟基苯基)-2-(2,4-二甲氧基苯基)乙酮 在 aluminum (III) chloride 、 三氟化硼乙醚 作用下， 以 乙腈 为溶剂， 生成 2''-羟基芒柄花黄素
  参考文献：
  名称：

  [EN] SUBSTITUTED BENZFUROCHROMENES AND RELATED COMPOUNDS FOR THE PREVENTION AND TREATMENT OF BONE RELATED DISORDERS
  [FR] BENZOFUROCHROMÈNES SUBSTITUÉS ET COMPOSÉS APPARENTÉS POUR LA PRÉVENTION ET LE TRAITEMENT DE TROUBLES LIÉS AUX OS

  摘要：

  本发明涉及新型取代苯并呋色烯和相关化合物，其具有一般式(I)，其盐和手性、无手性衍生物；其中R1、R2、R3、R4、R5、R6、R7、R8分别独立地选自氢、可选择取代的烷基、可选择取代的烯基、可选择取代的烷氧基、可选择取代的芳基、可选择取代的杂芳基、可选择取代的硫代烷基、可选择取代的氨基、可选择取代的酰胺基、可选择取代的芳基胺基、可选择取代的酰硫代基、可选择取代的酰基、可选择取代的芳酰基、可选择取代的酰氧基、可选择取代的硫酰胺基、卤素、腈、酯、羟基、巯基、三氟甲基、硝基等；其中R1R2或R2R3或R6R7可能连接并形成五元环或六元环，例如可选择取代的呋喃、可选择取代的二氢呋喃、可选择取代的吡喃；或可通过亚甲基脱氧基团连接；其中X选自可选择酮基、可选择亚甲基、可选择取代的亚甲基、可选择取代的烯烃基；其中Y和Z选自CH、C-OH、C-Me、C-OMe单位，但Y和Z之间的键为单键；其中Y和Z可以是碳原子，但Y和Z之间的键为双键。一般式化合物对预防和治疗与骨相关的疾病有用。

  公开号：

  WO2010052734A1
• 作为产物：
  描述：

  (Z)-4-(2,4-dimethoxybenzylidene)-2-phenyloxazol-5(4H)-one 在 盐酸 、 水 、 zinc(II) chloride 作用下， 生成 1-(2,4-二羟基苯基)-2-(2,4-二甲氧基苯基)乙酮
  参考文献：
  名称：

  Bhandari, Prabha; Crombie, Leslie; Daniels, Peter, Journal of the Chemical Society. Perkin transactions I, 1992, # 7, p. 839 - 850

  摘要：

  DOI：

文献信息

• Enantioselective Synthesis of Isoflavanones and Pterocarpans through a Ru ^II ‐Catalyzed ATH‐DKR of Isoflavones
  作者：Francisco V. Gaspar、Guilherme S. Caleffi、Paulo C. T. Costa‐Júnior、Paulo R. R. Costa

  DOI：10.1002/cctc.202101252

  日期：2021.12.15

  (R,R)-RuII-catalysts promoted the one-pot C=C/C=O bonds reduction of isoflavones through ATH-DKR. Ten cis-3-phenylchroman-4-ols were selectively obtained (>20 : 1 dr) in good yields (up to 86 %) and excellent er (up to >99 : 1). Due to the neutral conditions employed, isoflavones with different substituents at the 2’-position of B-ring (H, OH, OMe and Br) were successfully reduced. Synthetic applications

  ( R , R )-Ru II -催化剂通过 ATH-DKR 促进异黄酮的一锅 C=C/C=O 键还原。以良好的产率（高达 86%）和优异的 er（高达 >99:1）选择性地获得了10 种顺式-3-苯基色满-4-醇（>20:1 dr）。由于采用中性条件，在 B 环（H、OH、OMe 和 Br）的 2' 位具有不同取代基的异黄酮被成功还原。还展示了这些手性产品的合成应用。
• Synthesis, optical resolution, absolute configuration, and osteogenic activity of cis-pterocarpans
  作者：Atul Goel、Amit Kumar、Yasmin Hemberger、Ashutosh Raghuvanshi、Ram Jeet、Govind Tiwari、Michael Knauer、Jyoti Kureel、Anuj K. Singh、Abnish Gautam、Ritu Trivedi、Divya Singh、Gerhard Bringmann

  DOI：10.1039/c2ob25722j

  日期：——

  convenient synthesis of natural and synthetic pterocarpans was achieved in three steps. Optical resolution of the respective enantiomers was accomplished by analytical and semi-preparative HPLC on a chiral stationary phase. For medicarpin and its synthetic derivative 9-demethoxymedicarpin, the absolute configuration was confirmed by a combination of experimental LC-ECD coupling and quantum-chemical ECD

  通过三个步骤即可轻松合成天然和合成的罗汉松。通过在手性固定相上进行分析和半制备性HPLC来完成各个对映异构体的旋光拆分。对于麦地卡宾及其合成衍生物9-去甲氧基medicarpin，绝对构型已通过实验性LC-ECD耦合和量子化学ECD计算的结合得到证实。（-）-Medicarpin和（-）-9-demethoxymedicarpin都是6a R，11a R-构型，因此相应的对映异构体（+）-medicarpin和（+）-9-demethoxymedicarpin具有6a S，11a S -配置。麦地卡因的骨形成（骨形成）活性的比较机制研究（外消旋与对映体纯净的材料）显示（+）-（6a S，11a S）-medicarpin（6a）显着增加了骨形态发生蛋白2（BMP2）的表达和骨特异性转录因子Runx-2 mRNA的水平，而对于其他对映异构体（-）-（6a R，11a R）-medicarpi
• [EN] PREPARATION METHOD OF 2-PHENYLACETOPHENONE DERIVATIVES<br/>[FR] PROCEDE DE PREPARATION DE DERIVES DE 2-PHENYLACETOPHENONE
  申请人：HANBUL COSMETIC CO LTD

  公开号：WO2005054169A1

  公开（公告）日：2005-06-16

  Disclosed is a preparation method of 2-phenylacetophenone derivatives which are used as key intermediates in total syntheses of coumestans and isoflavonoids such as coumestrol, genistein and daidzein which are phytoestrogens contained in soybean and black soybean. By using Fries rearrangement in the production, the 2-phenylacetophenone derivatives can be produced with much more simplified synthetic steps than prior art methods. In addition, the time of production is reduced due to short reaction time and easy purification in every step, thereby making it possible to produce 2-phenylacetophenone derivatives with high yields.

  本发明公开了一种2-苯乙酰苯酮衍生物的制备方法，该衍生物是库默斯坦和异黄酮的总合成中使用的关键中间体，如库默斯特罗，葛根素和大豆异黄酮，它们是大豆和黑豆中含有的植物雌激素。通过在生产中使用弗里斯重排，2-苯乙酰苯酮衍生物可以比先前的方法更简化合成步骤进行生产。此外，由于反应时间短和每个步骤易于纯化，因此减少了生产时间，从而使得可以高产地生产2-苯乙酰苯酮衍生物。
• SUBSTITUTED BENZFUROCHROMENES AND RELATED COMPOUNDS FOR THE PREVENTION AND TREATMENT OF BONE RELATED DISORDERS
  申请人：Goel Atul

  公开号：US20120003273A1

  公开（公告）日：2012-01-05

  The present invention relates to novel substituted benzfurochromenes and related compounds having the general formula (I), salts and chiral, achiral derivatives thereof; wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 are independently selected from the groups consisting of hydrogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkoxyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted alkylthio, optionally substituted amino, optionally substituted acylamino, optionally substituted arylamino, optionally substituted acylthio, optionally substituted acyl, optionally substituted aroyl, optionally substituted acyloxy, optionally substituted thioamido, halogens, nitriles, esters, hydroxy, mercapto, carbontrifluoride, nitro but not limited to this; wherein R 1 R 2 or R 2 R 3 or R 6 R 7 may be connected and form either a five membered ring or a six membered ring such as optionally substituted furan, optionally substituted dihydrofuran, optionally substituted pyran; or may be connected through a methylenedeoxy moiety; wherein X is selected from the units consisting of optionally a ketone group, optionally a methylene group, optionally substituted methylene group, optionally substituted alkene; wherein Y and Z is selected from the units consisting of CH, C—OH, C-Me, C—OMe with the proviso that bond between Y and Z is a single bond; Wherein Y and Z may be a carbon atom with the proviso that bond between Y and Z is a double bond. The compounds of the general formula is useful for the prevention and treatment of bone related disorders.

  本发明涉及新的取代苯并呋喃色素和相关化合物，其具有通式（I），其盐和手性、非手性衍生物；其中R1、R2、R3、R4、R5、R6、R7、R8独立地选自由氢、可选取代烷基、可选取代烯基、可选取代烷氧基、可选取代芳基、可选取代杂环芳基、可选取代烷硫基、可选取代氨基、可选取代酰胺基、可选取代芳基氨基、可选取代酰硫基、可选取代酰基、可选取代芳酰基、可选取代酰氧基、可选取代硫代酰胺基、卤素、腈、酯、羟基、巯基、三氟甲基、硝基等，但不限于此；其中R1R2或R2R3或R6R7可以连接并形成五元环或六元环，例如可选取代呋喃、可选取代二氢呋喃、可选取代吡喃；或可以通过甲基氧基连接；其中X选自可选酮基、可选甲基基、可选取代甲基基、可选取代烯基单元；其中Y和Z选自CH、C—OH、C-Me、C—OMe，但在Y和Z之间的键是单键；其中Y和Z可以是碳原子，但在Y和Z之间的键是双键。通式化合物对于预防和治疗与骨相关的疾病有用。
• Substituted benzfurochromenes and related compounds for the prevention and treatment of bone related disorders
  申请人：Goel Atul

  公开号：US08686028B2

  公开（公告）日：2014-04-01

  The present invention relates to novel substituted benzfurochromenes and related compounds having the general formula (I), salts and chiral, achiral derivatives thereof; wherein R1, R2, R3, R4, R5, R6, R7, R8 are independently selected from the groups consisting of hydrogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkoxyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted alkylthio, optionally substituted amino, optionally substituted acylamino, optionally substituted arylamino, optionally substituted acylthio, optionally substituted acyl, optionally substituted aroyl, optionally substituted acyloxy, optionally substituted thioamido, halogens, nitriles, esters, hydroxy, mercapto, carbontrifluoride, nitro but not limited to this; wherein R1R2 or R2R3 or R6R7 may be connected and form either a five membered ring or a six membered ring such as optionally substituted furan, optionally substituted dihydrofuran, optionally substituted pyran; or may be connected through a methylenedeoxy moiety; wherein X is selected from the units consisting of optionally a ketone group, optionally a methylene group, optionally substituted methylene group, optionally substituted alkene; wherein Y and Z is selected from the units consisting of CH, C—OH, C-Me, C—OMe with the proviso that bond between Y and Z is a single bond; Wherein Y and Z may be a carbon atom with the proviso that bond between Y and Z is a double bond. The compounds of the general formula is useful for the prevention and treatment of bone related disorders.

  本发明涉及一种新型取代苯并呋喃色酮和相关化合物，其具有通式（I），其盐和手性，非手性衍生物；其中R1，R2，R3，R4，R5，R6，R7，R8独立地选自氢，可选取代烷基，可选取代烯基，可选取代烷氧基，可选取代芳基，可选取代杂环芳基，可选取代烷硫基，可选取代氨基，可选取代酰胺基，可选取代芳基胺基，可选取代酰硫基，可选取代酰基，可选取代芳酰基，可选取代酰氧基，可选取代硫代酰胺，卤素，腈，酯，羟基，巯基，三氟甲基，硝基等，但不仅限于此；其中R1R2或R2R3或R6R7可以连接并形成五元环或六元环，例如可选取代呋喃，可选取代二氢呋喃，可选取代吡喃；或可以通过亚甲基脱氧基团连接；其中X选自可选的酮基团，可选的亚甲基基团，可选取代亚甲基基团，可选取代烯丙基；其中Y和Z选自CH，C-OH，C-Me，C-OMe单元，但应注意Y和Z之间的键为单键；其中Y和Z可以是碳原子，但应注意Y和Z之间的键为双键。通式化合物对于预防和治疗与骨相关的疾病有用。