1-(2,6-bis-benzyloxy-4-methyl-phenyl)-ethanone | 701936-27-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2,6-bis-benzyloxy-4-methyl-phenyl)-ethanone
• 英文别名: 1-(2,6-bisbenzyloxy-4-methylphenyl)ethanone；1-[4-methyl-2,6-bis(phenylmethoxy)phenyl]ethanone
• CAS: 701936-27-8
• 化学式: C₂₃H₂₂O₃
• 分子量: 346.426
• InChiKey: KYHSJXZSYDTUTE-UHFFFAOYSA-N

物化性质

• 沸点：
  514.2±45.0 °C(Predicted)
• 密度：
  1.129±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2,6-bis-benzyloxy-4-methyl-phenyl)-ethanone 在 palladium on activated charcoal 氢氧化钾 、 氢气 、 肼 作用下， 以 乙醇 、 乙二醇 、 乙酸乙酯 为溶剂， 160.0 ℃ 、310.26 kPa 条件下， 生成 3-[2-(2,3-dihydro-benzofuran-5-yl)-ethyl]-6-methyl-1H-indazol-4-ol
  参考文献：
  名称：

  Heteroaryl-O-glucosides as novel sodium glucose co-transporter 2 inhibitors. Part 1

  摘要：

  A series of benzo-fused heteroaryl-O-glucosides was synthesized and evaluated in SGLT1 and 2 cell-based functional assays. Indole-O-glucoside 10a and benzimidazole-O-glucoside 18 exhibited potent in vitro SGLT2 inhibitory activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.067
• 作为产物：
  描述：

  2,6-二羟基-4-甲基苯乙酮 、 溴甲苯 在 potassium carbonate 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 3.0h， 以40%的产率得到1-(2,6-bis-benzyloxy-4-methyl-phenyl)-ethanone
  参考文献：
  名称：

  Novel aromatic fluoroglycoside derivatives, medicaments containing these compounds, and the use thereof

  摘要：

  新型芳香族氟糖苷衍生物，包含这些化合物的药物，以及它们的用途。该发明涉及公式I的取代芳香族氟糖苷衍生物，其中基团具有所述含义，以及它们的生理耐受盐和制备过程。这些化合物例如适用于抗糖尿病药物。

  公开号：

  US20050014704A1

文献信息

• Method for the Synthesis of Aspalathin and Analogues Thereof
  申请人：Van der Westhuizen Jan Hendrik

  公开号：US20130018182A1

  公开（公告）日：2013-01-17

  A method of synthesising Aspalathin and its analogues or derivatives is disclosed. The method comprises synthesising a compound of formula 1 or its analogues or derivatives: wherein each of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 and R 10 is independently selected from the group consisting of —H, —OH, hydrocarbyl groups, saccharide moieties and —OR 15 ; R 15 is selected from the group consisting of hydrogen, a hydrocarbyl group (e.g. methoxy or ethoxy), an acyl group and a benzyl group; and R 11 , R 12 , R 13 and R 14 are independently selected from the group consisting of —H, hydrocarbyl groups, saccharide moieties, an acyl group and a benzyl group. The method comprises the step of coupling a sugar to a dihydrochalcone, chalcone or flavanone, or coupling the sugar to an intermediate for producing a dihydrochalcone, chalcone or flavanone followed by coupling of the sugar-intermediate adduct to a further intermediate for producing a dihydrochalcone, chalcone or flavanone, and transforming the product thereof into a compound of formula 1 or an analogue or derivative thereof.

  公开了一种合成Aspalathin及其类似物或衍生物的方法。该方法包括合成式1或其类似物或衍生物的化合物：其中R1、R2、R3、R4、R5、R6、R7、R8、R9和R10中的每一个都是独立选择自羟基、烃基、糖基团和—OR15的群组；R15选择自氢、烃基（例如甲氧基或乙氧基）、酰基和苄基；而R11、R12、R13和R14则独立选择自—H、烃基、糖基团、酰基和苄基的群组。该方法包括将糖与二氢黄烷酮、黄烷酮或黄酮偶联，或将糖与用于产生二氢黄烷酮、黄烷酮或黄酮的中间体偶联，然后将糖-中间体加合物偶联到用于产生二氢黄烷酮、黄烷酮或黄酮的进一步中间体上，并将其转化为式1或其类似物或衍生物的化合物。
• Substituted indazole-O-glucosides
  申请人：Patel Mona

  公开号：US20050032711A1

  公开（公告）日：2005-02-10

  Substituted indazole-O-glucosides, compositions containing them, and methods of using them, for example for the treatment of diabetes and Syndrome X are disclosed.

  本发明揭示了替代的吲哚-O-葡萄糖苷，含有它们的组合物以及使用它们的方法，例如用于治疗糖尿病和X综合征。
• NOVEL AROMATIC FLUOROGLYCOSIDE DERIVATIVES, MEDICAMENTS CONTAINING THESE COMPOUNDS, AND THE USE THEREOF
  申请人：FRICK Wendelin

  公开号：US20080108580A1

  公开（公告）日：2008-05-08

  Novel aromatic fluoroglycoside derivatives, medicaments containing these compounds, and the use thereof. The invention relates to substituted aromatic fluoroglycoside derivatives of the formula I in which the radicals have the stated meanings, and their physiologically tolerated salts and process for their preparation. The compounds are suitable for example as antidiabetics.

  小说芳香族氟代糖苷衍生物，含有这些化合物的药物，以及它们的使用。本发明涉及式I的取代芳香族氟代糖苷衍生物，其中基团具有所述的含义，以及其生理上耐受的盐和制备过程。这些化合物例如适用于抗糖尿病药物。
• Aromatic fluoroglycoside derivatives, medicaments containing these compounds, and the use thereof
  申请人：Sanofi-Aventis Deutschland GmbH

  公开号：US07288528B2

  公开（公告）日：2007-10-30

  Novel aromatic fluoroglycoside derivatives, medicaments containing these compounds, and the use thereof. The invention relates to substituted aromatic fluoroglycoside derivatives of the formula I in which the radicals have the stated meanings, and their physiologically tolerated salts and process for their preparation. The compounds are suitable for example as antidiabetics.

  小说香芳基氟代糖苷衍生物，含有这些化合物的药品以及其用途。本发明涉及式I的取代芳香基氟代糖苷衍生物，其中基团具有所述的含义，以及其生理上可耐受的盐和制备过程。例如，这些化合物适用于抗糖尿病药物。
• SUBSTITUTED INDAZOLES-O- GLUCOSIDES
  申请人：Patel Mona

  公开号：US20090099104A1

  公开（公告）日：2009-04-16

  Substituted indazole-O-glucosides, compositions containing them, and methods of using them, for example for the treatment of diabetes and Syndrome X are disclosed.

  本发明涉及替代的吲唑-O-葡萄糖苷，包含它们的组合物以及使用它们的方法，例如用于治疗糖尿病和X综合症。