5'-acetoxy-2'-hydroxy-3',4',6'-trimethylacetophenone | 66901-79-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5'-acetoxy-2'-hydroxy-3',4',6'-trimethylacetophenone
• 英文别名: 1-(5-acetoxy-2-hydroxy-3,4,6-trimethylphenyl)ethanone；2-acetyl-3,5,6-trimethylhydroquinone 4-O-acetate；2,5,6-trimethyl-3-acetyl-hydroquinone 1-acetate；3-acetyl-4-hydroxy-2,5,6-trimethylphenyl acetate；5-acetoxy-2-hydroxy-3,4,6-trimethylacetophenone；(3-acetyl-4-hydroxy-2,5,6-trimethylphenyl) acetate
• CAS: 66901-79-9
• 化学式: C₁₃H₁₆O₄
• 分子量: 236.268
• InChiKey: QWOZODRKELOQJC-UHFFFAOYSA-N

物化性质

• 熔点：
  75°C
• 沸点：
  360.8±42.0 °C(Predicted)
• 密度：
  1.147±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5'-acetoxy-2'-hydroxy-3',4',6'-trimethylacetophenone 在 potassium carbonate 、 potassium iodide 、 silver(l) oxide 、 锌 作用下， 以 盐酸 、 二氯甲烷 、 丙酮 为溶剂， 反应 26.0h， 生成 3-Ethyl-2,5-dimethyl-6-methylidene-4-propan-2-yloxycyclohexa-2,4-dien-1-one
  参考文献：
  名称：

  Synthesis and oxidation of ‘non-annulated’ vitamin E-like compounds

  摘要：

  Two model compounds (3 and 4) having the typical alpha-tocopherol -type substitution pattern of the aromatic ring, but lacking the annulated pyran ring, have been synthesized. Upon oxidation, the two possible ortho-quinone methides (oQMs) of each are formed in equal ratio. DFT calculations suggest that there is no angular strain in 3 and 4, and each of the oQM pairs is of similar energy. These results prove that the commonly observed regioselectivity in oxidations of vitamin E-type model compounds is not an electronic substitution effect, but a consequence of annulation. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.09.009
• 作为产物：
  描述：

  (4-乙酰氧基-2,3,6-三甲基-苯基)乙酸酯 在 boron trifluoride diacetate 作用下， 反应 72.0h， 生成 5'-acetoxy-2'-hydroxy-3',4',6'-trimethylacetophenone
  参考文献：
  名称：

  Spiro derivatives as lipoxygenase inhibitors

  摘要：

  本发明涉及某些新颖的螺环取代杂环环衍生物。这些化合物可能在制造用于治疗通过脂氧合酶介导的疾病的药物组合物方面有用。它们也可能在制造用于治疗脂氧合酶介导的疾病的药物配方方面有用。

  公开号：

  US20060128790A1

文献信息

• Oxime derivatives, their preparation and their therapeutic use
  申请人：Sankyo Company, Limited

  公开号：US05703096A1

  公开（公告）日：1997-12-30

  Compounds of formula (I): ##STR1## wherein: R.sup.1 is hydrogen or alkyl; R.sup.2 is alkylene; R.sup.3 is hydrogen, alkyl, alkoxy, alkylthio, halogen, nitro group, amino group, monoalkylamino, dialkylamino, aryl, or aralkyl; X is aryl, or aromatic heterocyclic; Y is oxygen, sulfur or a group of formula >N-R.sup.4, in which R.sup.4 is hydrogen, alkyl or acyl; and Z is a group of formula (Za), (Zb), (Zc) or (Zd): ##STR2## and salts thereof can be used to treat or prevent are included those arising from hyperlipidemia, hyperglycemia, obesity, impaired glucose tolerance (IGT), insulin resistant non-IGT (NGT), non-diagnostic glucose tolerance, insulin resistance, diabetic complications, fatty liver, polycystic ovary syndrome (PCOS) and gestational diabetes mellitus (GDM); in addition the compounds of the present invention have aldose reductase inhibitory activity.

  公式（I）的化合物：其中：R.sup.1为氢或烷基；R.sup.2为烷基；R.sup.3为氢、烷基、烷氧基、烷硫基、卤素、硝基、氨基、单烷基氨基、二烷基氨基、芳基或芳基烷基；X为芳基或芳香杂环；Y为氧、硫或具有公式>N-R.sup.4的基团，其中R.sup.4为氢、烷基或酰基；Z为具有公式（Za）、（Zb）、（Zc）或（Zd）的基团：其盐可用于治疗或预防由高脂血症、高血糖、肥胖、糖耐量受损（IGT）、胰岛素抵抗非IGT（NGT）、非诊断性葡萄糖耐量、胰岛素抵抗、糖尿病并发症、脂肪肝、多囊卵巢综合征（PCOS）和妊娠糖尿病（GDM）引起的疾病；此外，本发明的化合物具有醛糖还原酶抑制活性。
• Thiazolidine derivatives, their preparation and compositions containing
  申请人：Sankyo Company Limited

  公开号：US04572912A1

  公开（公告）日：1986-02-25

  The compounds of formula (I): ##STR1## [in which: R.sup.1 and R.sup.2 are the same or different and each represents hydrogen or C.sub.1 -C.sub.5 alkyl; R.sup.3 represents hydrogen, an acyl group, a (C.sub.1 -C.sub.6 alkoxy)carbonyl group or an aralkyloxycarbonyl group; R.sup.4 and R.sup.5 are the same or different and each represents hydrogen, C.sub.1 -C.sub.5 alkyl or C.sub.1 -C.sub.5 alkoxy, or R.sup.4 and R.sup.5 together represent a C.sub.1 14 C.sub.4 alkylenedioxy group; n is 1, 2 or 3; W represents the --CH.sub.2 --, >CO or >CH--OR.sup.6 group (in which R.sup.6 represents any one of the atoms or groups defined for R.sup.3 and may be the same as or different from R.sup.3); and Y and Z are the same or different and each represents oxygen or imino] and pharmaceutically acceptable salts thereof have various valuable therapeutic effects on the blood system and may be prepared by a process which includes reacting a corresponding halopropionic acid derivative with thiourea.

  化合物的化学式（I）：##STR1## [其中：R.sup.1和R.sup.2相同或不同，每个代表氢或C.sub.1 -C.sub.5烷基；R.sup.3代表氢，酰基，（C.sub.1 -C.sub.6烷氧）羰基或芳基氧羰基；R.sup.4和R.sup.5相同或不同，每个代表氢，C.sub.1 -C.sub.5烷基或C.sub.1 -C.sub.5烷氧，或R.sup.4和R.sup.5一起代表C.sub.1 14 C.sub.4烷二氧基基团；n为1、2或3；W代表--CH.sub.2 --，>CO或>CH--OR.sup.6基团（其中R.sup.6代表R.sup.3定义的任一原子或基团，可能与R.sup.3相同或不同）；Y和Z相同或不同，每个代表氧或亚胺]及其药学上可接受的盐对血液系统具有各种有价值的治疗效果，并可通过将相应的卤代丙酸衍生物与硫脲反应制备。
• [EN] FORMATION OF CHIRAL 4-CHROMANONES USING CHIRAL PYRROLIDINES IN THE PRESENCE OF ACIDS<br/>[FR] FORMATION DE 4-CHROMANONES CHIRALES À PARTIR DE PYRROLIDINES CHIRALES, EN PRÉSENCE D'ACIDES
  申请人：DSM IP ASSETS BV

  公开号：WO2015001027A1

  公开（公告）日：2015-01-08

  The present invention relates to a synthesis of chromanones or chromanes in a stereospecific matter in view of the 2-position in the chromanone or chromane ring. It has been found that this synthesis is particularly possible in the presence of a chiral compound of a specific type and of at least one Bransted acid or in the presence a specific chiral compound having a Bransted acid functional group in the molecule.

  本发明涉及在考虑到2-位置的立体特异性情况下合成香豆酮或香豆烷，发现在特定类型的手性化合物和至少一种布朗斯特酸的存在下，或在分子中具有布朗斯特酸官能团的特定手性化合物的存在下，这种合成特别可能实现。
• [EN] FORMATION OF CHIRAL 4-CHROMANONES USING CHIRAL PYRROLIDINES IN THE PRESENCE OF PHENOLS OR THIOPHENOLS<br/>[FR] FORMATION DE 4-CHROMANONES CHIRALES UTILISANT DES PYRROLIDINES CHIRALES EN LA PRÉSENCE DE PHÉNOLS OU DE THIOPHÉNOLS
  申请人：DSM IP ASSETS BV

  公开号：WO2015001029A1

  公开（公告）日：2015-01-08

  The present invention relates to a synthesis of chromanones or chromanes in a stereospecific matter in view of the 2-position in the chromanone or chromane ring. It has been found that this synthesis is particularly possible in the presence of a chiral compound of formula of a specific type and of at least one phenol or thiophenol.

  本发明涉及在考虑到二氢苯并呋喃酮或二氢苯并呋喃烷环中的2位构型的情况下合成二氢苯并呋喃酮或二氢苯并呋喃烷的方法。已经发现，在具有特定类型的手性化合物和至少一种酚或硫酚存在的情况下，这种合成特别可行。
• J. Labelled Compd. Rad. 1990, 28, 911-921
  作者：

  DOI：——

  日期：——