4-(((4-methoxybenzyl)oxy)methyl)-2,2-dimethyl-1,3-dioxolane | 156147-59-0

• 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: 4-(((4-methoxybenzyl)oxy)methyl)-2,2-dimethyl-1,3-dioxolane
• 英文别名: 4-[(4-methoxyphenyl)methoxymethyl]-2,2-dimethyl-1,3-dioxolane
• CAS: 156147-59-0
• 化学式: C₁₄H₂₀O₄
• 分子量: 252.31
• InChiKey: BPKYSNQMGKMWGC-UHFFFAOYSA-N

物化性质

• 沸点：
  341.6±32.0 °C(Predicted)
• 密度：
  1.060±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(((4-methoxybenzyl)oxy)methyl)-2,2-dimethyl-1,3-dioxolane 在 palladium on activated charcoal 盐酸 、 sodium periodate 、 氢气 、 三苯基膦 、 methyloxirane 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 132.0h， 生成 4-(4-methoxybenzyloxy)butanoic acid methyl ester
  参考文献：
  名称：

  Synthesis of 13C-labeled γ-hydroxybutyrates for EPR studies with 4-hydroxybutyryl-CoA dehydratase

  摘要：

  4-Hydroxybutyryl-CoA dehydratase from Clostridium aminobutyricum catalyses the reversible dehydration of its substrate 4-hydroxybutyryl-CoA (4-HB-CoA) to crotonyl CoA. The enzyme contains one [4Fe-4S](2+) cluster and one flavin adenine dinucleotide (FAD) molecule per homotetramer. Incubation of the enzyme with its substrate under equilibrium conditions followed by freezing at 77 K induced the EPR-spectrum of a neutral flavin semiquinone (g = 2.005, linewidth 2.1 mT), while at 10 K additional signals were detected. In an attempt to characterize these signals, 4-HB-CoA molecules specifically labeled with C-13 have been synthesized. This was achieved via C-13-labeled gamma-butyrolactones, which were obtained from C-13-labeled bromoacetic acids by efficient synthetic routes. Incubation of the C-13-labeled 4-hydroxybutyrate-CoA molecules with 4-hydroxybutyryi-CoA dehydratase did not lead to marked broadening of the signals.(C) 2004 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2004.09.001
• 作为产物：
  描述：

  4-甲氧基溴苄 以 水 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 生成 4-(((4-methoxybenzyl)oxy)methyl)-2,2-dimethyl-1,3-dioxolane
  参考文献：
  名称：

  Tricyclic erythromycin derivatives

  摘要：

  该公式的化合物，或其药用可接受的盐和酯，其中A、B、D和E、R1、R2和Z具体定义，具有抗菌活性，含有该化合物的药物组合物，使用这种组合物治疗细菌感染，以及制备该化合物的方法。

  公开号：

  US06274715B1

文献信息

• <i>C</i>-(4-Methoxybenzyloxymethyl)-<i>N</i>-methylnitrone Cycloaddition to Highly Functionalized Pyrrolinone: A Regio- and Stereoselective Approach to New Omuralide-Salinosporamide A Hybrids
  作者：Nicole Langlois、Jean-Christophe Legeay、Pascal Retailleau

  DOI：10.1002/ejoc.200800607

  日期：2008.12

  in the synthesis of new omuralide–salinosporamide A hybrids as potential proteasome 20S inhibitors was prepared in a few steps from methyl pyroglutamate. For this purpose, an O-protected hydroxyethyl chain has been successfully introduced to a highly functionalized pyrrolinone by a regio- and stereoselective C-(4-methoxybenzyloxymethyl)-N-methylnitrone 1,3-dipolar cycloaddition. (© Wiley-VCH Verlag

  合成新型 omuralide-salinosporamide A 杂合体作为潜在的蛋白酶体 20S 抑制剂的高级中间体是通过几个步骤从焦谷氨酸甲酯中制备的。为此，通过区域选择性和立体选择性 C-(4-甲氧基苄氧基甲基)-N-甲基硝酮 1,3-偶极环加成反应，已成功将 O-保护的羟乙基链引入高度官能化的吡咯啉酮。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
• [EN] CANNABINOID CONTAINING TARGETING LIPOSOMES<br/>[FR] LIPOSOMES DE CIBLAGE CONTENANT DES CANNABINOÏDES
  申请人：NEXTAGE CANNABIS INNOVATION LTD

  公开号：WO2021038574A1

  公开（公告）日：2021-03-04

  Described herein are liposomes containing modified targeting peptides. Liposomes preferably comprise a lipid-based bilayer and at least one cannabinoid. Also provided herein are methods for making the liposomes, and methods for treatment of diseases of the CNS using the liposomes.

  本文描述了含有改良靶向肽的脂质体。脂质体最好包括基于脂质的双层结构和至少一种大麻素。本文还提供了制备脂质体的方法，以及利用脂质体治疗中枢神经系统疾病的方法。
• [EN] DRUG CONTAINING TARGETING LIPOSOMES<br/>[FR] LIPOSOMES DE CIBLAGE CONTENANT UN MÉDICAMENT
  申请人：NEXTAR CHEMPHARMA SOLUTIONS LTD

  公开号：WO2021038573A1

  公开（公告）日：2021-03-04

  Described herein are novel, modified targeting peptides which can be incorporated within liposomes. Additionally, described herein are liposomes containing the modified targeting peptides. Liposomes preferably comprise a lipid-based bilayer and at least one drug. Also provided herein are methods for making the modified targeting peptides, and the liposomes, and methods for treatment of diseases of the CNS using the liposomes.

  本文描述了一种新颖的、经过修改的靶向肽，可以被纳入脂质体内。此外，本文还描述了含有经过修改的靶向肽的脂质体。脂质体通常包括基于脂质的双层结构和至少一种药物。本文还提供了制备经过修改的靶向肽和脂质体的方法，以及利用这些脂质体治疗中枢神经系统疾病的方法。
• Substrate specificity of tuliposide-converting enzyme, a unique non-ester-hydrolyzing carboxylesterase in tulip: Effects of the alcohol moiety of substrate on the enzyme activity
  作者：Yasuo Kato、Takashi Futanaga、Taiji Nomura

  DOI：10.1016/j.bmcl.2018.12.010

  日期：2019.2

  carboxylesterase family, specifically catalyze intramolecular transesterification, but not hydrolysis. In this report, we synthesized analogues of Pos with various alcohol moieties, and measured the TgTCE activity together with a determination of the kinetic parameters for these analogues with a view to probe the substrate recognition mechanism of the unique non-ester-hydrolyzing TgTCEs. It was found

  6-Tuliposides A（PosA）和B（PosB）是作为主要防御性次要代谢产物积聚在郁金香（Tulipa gesneriana）中的葡萄糖酯。我们先前从郁金香中发现的Pos转换酶（TgTCEs）分别催化PosA和PosB分别转化为抗菌性郁金香脂蛋白A（PaA）和B（PaB）的反应。属于羧酸酯酶家族的TgTCEs特异性催化分子内酯交换反应，但不催化水解。在本报告中，我们合成了具有各种醇基的Pos类似物，并测量了TgTCE活性，并确定了这些类似物的动力学参数，以期探索独特的非酯水解TgTCEs的底物识别机制。已经发现，d-葡萄糖样结构和醇部分中羟基的数目对于TgTCE识别底物很重要。在检测的类似物中，发现通过降低Km值，TgTCE比真实的底物更能特异性地识别PosA和PosB的1,2-二脱氧类似物。本结果将为设计用于TgTCE晶体学分析的简单，稳定的合成底物类似物提供基础。
• Enzyme-mediated enantioselective hydrolysis of 1,2-diol monotosylate derivatives bearing an unsaturated substituent
  作者：K. Matsumoto、K. Oohana、M. Hashimoto、K. Usuda、T. Shimoda、H. Ohshima、Y. Suzuki、T. Togawa

  DOI：10.1016/j.tet.2018.05.087

  日期：2018.7

  We have succeeded in the easy preparation of optically active 1,2-diol monotosylates bearing an unsaturated substituent via enzymatic hydrolysis. Lipase PS quickly catalyzes the hydrolyses of 2-acetoxybut-3-enyl tosylate, which has a double bond, and 2-acetoxybut-3-ynyl tosylate, which has a triple bond, with excellent enantioselectivity to afford the corresponding optically active compounds. The reaction

  我们已经成功地通过酶水解容易地制备了带有不饱和取代基的光学活性的1,2-二醇单甲苯磺酸酯。脂肪酶PS快速催化具有双键的2-乙酰氧基丁-3-烯基甲苯磺酸酯和具有三键的2-乙酰氧基丁-3-炔基甲苯磺酸酯的水解，具有出色的对映选择性，可提供相应的旋光化合物。该反应也适用于在末端具有双键的较长链的乙酸酯。为了证明该方法的适用性，已从外消旋的2-乙酰氧基戊-4-烯基甲苯磺酸酯中分几步合成了对映体纯的（R）-马苏阿内酯，一种天然椰子香精。此外，该酶可以识别烯烃的立体化学，而（Z）-烯基结构比（E）-异构体更适合于对映选择性水解。