5-benzyloxy-2,2,4,6,7-pentamethyl-1-benzofuran-3-carbinol | 183142-41-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• 英文名称: 5-benzyloxy-2,2,4,6,7-pentamethyl-1-benzofuran-3-carbinol
• 英文别名: 5-benzyloxy-3-hydroxymethyl-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran；[5-(Benzyloxy)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-yl]methanol；(2,2,4,6,7-pentamethyl-5-phenylmethoxy-3H-1-benzofuran-3-yl)methanol
• CAS: 183142-41-8
• 化学式: C₂₁H₂₆O₃
• 分子量: 326.436
• InChiKey: NUQAIFPOAPOUGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-benzyloxy-2,2,4,6,7-pentamethyl-1-benzofuran-3-carbinol 在 palladium on activated charcoal copper(I) oxide 、 氢溴酸 、 氢气 、 sodium hydride 、 三乙胺 、 sodium nitrite 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 5.0~120.0 ℃ 、413.68 kPa 条件下， 反应 67.5h， 生成 ethyl 2-bromo-3-<4--(2S)-pyrrolidin-2-ylmethoxy>phenyl>propanoate
  参考文献：
  名称：

  Novel Antidiabetic and Hypolipidemic Agents. 3. Benzofuran-Containing Thiazolidinediones

  摘要：

  Several thiazolidinedione derivatives having 5-hydroxy-2,3-dihydro-2,2,4,6,7-pentamethylbenzofuran moieties and their 5-benzyloxy derivatives and 5-hydroxy-2,4,6,7-tetramethylbenzofuran moieties were synthesized and evaluated in db/db mice. Insertion of an N-Me group into the linker between thiazolidinedione and substituted benzofuran pharmacophores showed considerable improvement in their euglycemic activity. Further improvement has been observed when a pyrrolidine moiety is introduced in the structure to give 5-[4-[N-[3(R/S)-5-benzyloxy-2,3-dihydro-2,2,4,6,7-pentamethylbenzofuran-3-ylmethyl]-(2S)-pyrrolidin-2-ylmethoxy]phenylene]-thiazolidine-2,4-dione (21a). At a 100 mg/kg/day dose of the maleate salt, compound 21a reduced the plasma glucose and triglyceride to the level of lean littermate, i.e. 8 +/- 1 mM, and is the most potent and efficacious compound reported in this series.

  DOI：

  10.1021/jm980549x
• 作为产物：
  描述：

  5-benzyloxy-2,2,3,4,6,7-hexamethyl-2,3-dihydro-1-benzofuran-3-ol 在 sodium hydroxide 、 dimethyl sulfide borane 、 硫酸 、 双氧水 、 氯化铵 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 5-benzyloxy-2,2,4,6,7-pentamethyl-1-benzofuran-3-carbinol
  参考文献：
  名称：

  Enzymatic resolution for an improved enantioselective synthesis of benzofuranyl derivatives: precursors to a class of vitamin E related antioxidants

  摘要：

  Enzymatic resolution of 3-hydroxymethylbenzofurans using Candida rugosa lipase provides an enantioselective synthesis of vitamin E related antioxidants. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(96)00494-6

文献信息

• [EN] NOVEL PROCESS FOR PREPARING 2,3-DIHYDRO-BENZOFURANOL DERIVATIVES<br/>[FR] NOUVEAU PROCEDE DE PREPARATION DE DERIVES DU 2,3-DIHYDRO-BENZOFURANOL
  申请人：HOECHST MARION ROUSSEL, INC.

  公开号：WO1996028437A1

  公开（公告）日：1996-09-19

  (EN) This invention relates to a novel process for preparing 2,3-dihydro-benzofuranol derivatives and to the novel intermediates produced thereby.(FR) L'invention porte sur un nouveau procédé de préparation de dérivés du 2,3-dihydro-benzofuranol et sur de nouveaux intermédiaires produits à cet effet.

  这项发明涉及一种制备2,3-二氢苯并呋喃醇衍生物的新工艺，以及由此产生的新中间体。
• Preserved enhancement of bleaching catalyst
  申请人：UNILEVER N.V.

  公开号：EP1369472A1

  公开（公告）日：2003-12-10

  The present invention provides a catalytic bleaching system that is low in surfactant alkyl hydroperoxide and comprises an antioxidant.

  本发明提供了一种低表面活性剂烷基过氧化氢含量并包含抗氧化剂的催化漂白系统。
• Liquid detergent composition
  申请人：UNILEVER N.V.

  公开号：EP1700904A1

  公开（公告）日：2006-09-13

  The present invention provides an aqueous liquid detergent composition, comprising: (a) a cleaning effective amount of an enzyme; and (b) from 0.001 to 0.1% by weight of an anti-oxidant; said composition being substantially free of boron. This liquid detergent composition was found to show enhanced stability of the enzyme material contained therein

  本发明提供了一种水基液体洗涤剂组合物，包括 (a) 有效清洁量的酶；和 (b) 0.001 至 0.1%（按重量计）的抗氧化剂； 所述组合物基本上不含硼。 发现这种液体洗涤剂组合物所含酶材料的稳定性有所提高
• Method of laundering fabrics at low temperature
  申请人：The Procter & Gamble Company

  公开号：EP2292725A1

  公开（公告）日：2011-03-09

  The present invention relates to a method of laundering fabric comprising the step of contacting a laundry detergent composition to water to form a wash liquor, and laundering fabric in said wash liquor, wherein the wash liquor has a temperature of above 0°C to 20°C, and wherein the laundry detergent composition comprises greater than 1wt% detersive surfactant and other detergent ingredients.

  本发明涉及一种洗涤织物的方法，包括以下步骤：将洗衣粉组合物与水接触以形成洗涤液，并在所述洗涤液中洗涤织物，其中洗涤液的温度高于 0°C 至 20°C，洗衣粉组合物包含大于 1wt% 的去污表面活性剂和其他洗涤剂成分。
• Bleach coparticle
  申请人：The Procter & Gamble Company

  公开号：EP2447350A1

  公开（公告）日：2012-05-02

  Layered particles that contain a source of hydrogen peroxide, a binder material, and a bleach activator are disclosed. The disclosed layered particles have improved properties and are useful, for example, for incorporation into granular detergents. A method of improving the stability of a source of hydrogen peroxide is also disclosed.

  本发明公开了含有过氧化氢源、粘合剂材料和漂白活化剂的分层颗粒。所公开的分层微粒具有更好的性能，例如可用于加入颗粒洗涤剂中。还公开了一种提高过氧化氢源稳定性的方法。