1-(Benzyloxy)-2-[(4-metoxyphenoxy)methyl]-4-hexen-2-ol | 213122-45-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(Benzyloxy)-2-[(4-metoxyphenoxy)methyl]-4-hexen-2-ol
• CAS: 213122-45-3
• 化学式: C₂₁H₂₆O₄
• 分子量: 342.435
• InChiKey: JBGYYPDUSVAGSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.74
• 重原子数：
  25.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  47.92
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(Benzyloxy)-2-[(4-metoxyphenoxy)methyl]-4-hexen-2-ol 在 dimethyl sulfide borane 、 pyridinium chlorochromate 作用下， 生成 5-Benzyloxymethyl-5-(4-methoxy-benzyloxymethyl)-dihydro-furan-2-one
  参考文献：
  名称：

  Conformationally constrained analogues of diacylglycerol (DAG). 14.1 Dissection of the roles of the sn-1 and sn-2 carbonyls in DAG mimetics by isopharma cophore replacement

  摘要：

  The replacement of the sn-l and sn-2 carbonyl esters in DAG-surrogate lactones by sulfonate esters showed that their isosteric properties in protein kinase C binding are controlled by the location of the hydrophobic alkyl chain on the molecule. The CO and SO2 groups appear to be true isosteres only when they are adjacent to the alkyl chain, which is presumed to insert normal to the lipid bilayer. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(98)00307-2
• 作为产物：
  描述：

  2-[(4-甲氧基苯基)甲氧基甲基]环氧乙烷 在 4 A molecular sieve 、 sodium hydride 、 magnesium 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 42.33h， 生成 1-(Benzyloxy)-2-[(4-metoxyphenoxy)methyl]-4-hexen-2-ol
  参考文献：
  名称：

  5-Acyloxy-5-hydroxymethyltetrahydro-2-furancarboxylate as a novel template for protein kinase C (PKC) binding

  摘要：

  A series of alkyl tetrahydrofuran-2-carboxylates (1-4) bearing a new set of three pharmacophoric groups were tested as protein kinase C (PKC) ligands. The compounds were synthesized from commercially available glycidyl 4-methoxyphenyl ether. The correlation between their binding affinities for PKC-alpha and a conformational fit to phorbol ester indicates they mimic a pharmacophore model comprising the C-20-OH, C-3-C=O and C-9-OH rather than that including the C-13-C=O moiety. (C) 2001 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01077-1