succinic acid di(benzyloxycarbonylmethyl) ester | 277325-47-0

• 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: succinic acid di(benzyloxycarbonylmethyl) ester
• 英文别名: Bis(2-oxo-2-phenylmethoxyethyl) butanedioate
• CAS: 277325-47-0
• 化学式: C₂₂H₂₂O₈
• 分子量: 414.412
• InChiKey: URZYWMXZSAVITI-UHFFFAOYSA-N

物化性质

• 沸点：
  529.9±40.0 °C(Predicted)
• 密度：
  1.259±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  30
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  succinic acid di(benzyloxycarbonylmethyl) ester 在 palladium on activated charcoal 氢气 作用下， 以 异丙醇 为溶剂， 生成 Succinic acid dibenzyloxycarbonylmethoxycarbonylmethyl ester
  参考文献：
  名称：

  Oligo-α-hydroxy Ester Cross-Linkers:  Impact of Cross-Linker Structure on Biodegradable Hydrogel Networks

  摘要：

  We describe the synthesis of a series of biodegradable oligo-alpha-hydroxy ester cross-linkers and evaluate their impact on the degradation kinetics and macromolecule diffusion from a hydrogel network. By changing the steric and electronic environment at the site of degradation in the cross-linker, we were able to modulate the degradation, swelling kinetics, and corresponding release profiles of macromolecules from poly(HPMA) hydrogel networks under physiologically relevant conditions. As the steric hindrance and electron demand at the site of hydrolysis for three different cross-linkers was increased, the total time for the hydrogel network to completely dissolve increased from 2 to over 30 days while incubated in pH 7 buffer. As the number of hydrolyzable sites and the electron demand at the side of hydrolysis decreased, the time to completely dissolve decreased from weeks to several days. Increasing the cross-linking density for one of the degradable cross-linkers (1.5% to 3.0% feed ratio) increased the degradation time by several weeks. Burst release was absent for high molecular weight solutes because the release rate depended on controlled degradation of the polymer network and an increase in average network mesh size. The synthetically adaptable cross-linkers described herein offer a new approach for controlling the rate and extent of release from biodegradable hydrogel networks.

  DOI：

  10.1021/ma0518306
• 作为产物：
  描述：

  丁二酸 、 氯乙酸苄酯 在 三乙胺 作用下， 以 丙酮 为溶剂， 反应 16.0h， 以660 g的产率得到succinic acid di(benzyloxycarbonylmethyl) ester
  参考文献：
  名称：

  ABSORBABLE BRANCHED POLYESTERS AND POLYURETHANES

  摘要：

  本发明涉及一种新型可水解异氰酸酯、可水解支链多元醇及其制备的支链可吸收聚酯和聚氨酯的发现。由此得到的可吸收聚合物可用于药物输送、支架、高孔隙率泡沫、网状泡沫、组织工程、组织粘合剂、防止粘连、骨蜡制剂、医疗设备涂层、表面改性剂以及其他可植入医疗设备。此外，这些可吸收聚合物可以具有受控的水解降解特性。

  公开号：

  US20140142199A1

文献信息

• Symmetrical biodegradable crosslinkers for use in polymeric devices
  作者：Allen A. Thomas、In Tae Kim、Patrick F. Kiser

  DOI：10.1016/j.tetlet.2005.10.066

  日期：2005.12

  There is a need for biodegradable hydrogels that deteriorate at defined rates under physiological conditions for use in engineered tissue constructs and drug delivery. These hydrogels should contain components that are readily synthesized, biocompatible and easily incorporated into hydrogel networks. This need was addressed through a judiciously designed series of crosslinkers composed of symmetrical oligo-glycolate and oligo-lactate esters terminated with vinylic moieties (1). These materials were incorporated into poly(HPMA) networks via free-radical polymerization. This work describes the preparation of symmetrical, lactate and glycolate ester based crosslinking agents and their incorporation into a hydrogel network composed of 2-hydroxypropyl methacrylamide (HPMA). By varying the number of lactic and glycolic acid residues (n = 0, 1, 2) within the crosslinker, the rate of hydrolytic degradation of the gel can be controlled. (c) 2005 Elsevier Ltd. All rights reserved.
• DEGRADABLE CROSS-LINKING AGENTS AND CROSS-LINKED NETWORK POLYMERS FORMED THEREWITH
  申请人：Access Pharmaceuticals, Inc.

  公开号：EP1263849A1

  公开（公告）日：2002-12-11
• [EN] DEGRADABLE CROSS-LINKING AGENTS AND CROSS-LINKED NETWORK POLYMERS FORMED THEREWITH<br/>[FR] AGENTS DE RETICULATION BIODEGRADABLES ET FORMATION DE POLYMERES RETICULES
  申请人：ACCESS PHARMA INC

  公开号：WO2000078846A1

  公开（公告）日：2000-12-28

  Degradable cross-linkers which are used to form polymer networks which degrade under aqueous conditions are described. These cross-linkers comprise a monodispersed central polyacid, monodispersed monomeric or monodispersed oligomeric degradable regions and an optional water soluble regions. These monomers are preferably polymerized using free radical or condensation polymerization. Degradation occurs at degradable regions such as ester linkages after cross-linking polymer filaments, and results in soluble polymer filaments which may be cleared from the body. Preferred applications of these materials include, for example, controlled release of drugs and cosmetics, tissue engineering, wound healing, hazardous waste remediation, metal chelation, swellable devices for absorbing liquids and the prevention of surgical adhesions.