2-levulinoyl-glycerol | 679406-30-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 2-levulinoyl-glycerol
• 英文别名: glycerol levulinate；1,3-Dihydroxypropan-2-yl 4-oxopentanoate
• CAS: 679406-30-5
• 化学式: C₈H₁₄O₅
• 分子量: 190.196
• InChiKey: CDUNJRPFBBYLSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-levulinoyl-glycerol 、 (Z)-Octadec-9-enoic acid (S)-2-(benzyloxy-diisopropylamino-phosphanyloxy)-1-((Z)-octadec-9-enoyloxymethyl)-ethyl ester 在 四氮唑 、 叔丁基过氧化氢 作用下， 反应 1.0h， 以73%的产率得到(Z)-Octadec-9-enoic acid (S)-2-[benzyloxy-(2-benzyloxy-3-{benzyloxy-[(S)-2,3-bis-((Z)-octadec-9-enoyloxy)-propoxy]-phosphoryloxy}-propoxy)-phosphoryloxy]-1-((Z)-octadec-9-enoyloxymethyl)-ethyl ester
  参考文献：
  名称：

  Phosphoramidite approach for the synthesis of cardiolipin1See Ref. 1.1

  摘要：

  A phosphoramidite approach was utilized for the first time to synthesize cardiolipin. Optically active 1,2-di-O-acyl-sn-glycerol was coupled with 2-O-protected glycerols utilizing mono- and bifunctional phosplitylating, aggents to yield, after final removal of protecting groups. the title compound. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2004.01.072

文献信息

• [EN] KETAL ESTERS OF ANHYDROPENTITOLS AND USES THEREOF<br/>[FR] CÉTO-ESTERS D'ANHYDROPENTITOLS ET LEURS UTILISATIONS
  申请人：XLTERRA INC

  公开号：WO2010138842A1

  公开（公告）日：2010-12-02

  The present disclosure relates to the preparation of ketal compounds from anhydropentitols and oxocarboxylates; derivatives, homopolymers, and copolymers thereof; and various compositions, formulations, and articles derived therefrom.

  本公开涉及从无水戊糖醇和羰基羧酸酯制备缩酮化合物；以及它们的衍生物、同聚物和共聚物；以及由此衍生的各种组合物、配方和制品。
• Cardiolipin molecules and methods of synthesis
  申请人：Ahmad U. Moghis

  公开号：US20050266068A1

  公开（公告）日：2005-12-01

  The invention provides new synthetic routes for cardiolipin with different fatty acids and/or alkyl chains with varying chain length and also with or without unsaturation, particularly a short-chain cardiolipin. The methods comprise reacting a 1,2-O-sn-diacyl/1,2-O-sn-dialkyl glycerol or a 2-O-protected glycerol, with a phosphoramidite reagent or a phosphate triester to produce a protected cardiolipin, which is deprotected to prepare the short chain cardiolipin. The reaction schemes can be used to generate new variants of cardiolipin. The cardiolipin prepared by the present methods can be incorporated into liposomes, which can also include active agents such as hydrophobic or hydrophilic drugs. Such liposomes can be used to treat diseases or in diagnostic and/or analytical assays. Liposomes can also include ligands for targeting a particular cell type or specific tissue.

  本发明提供了一种合成不同脂肪酸和/或不同链长烷基的心磷脂的新合成路线，以及具有或不具有不饱和度，特别是一种短链心磷脂。该方法包括将1,2-O-sn-二酰基/1,2-O-sn-二烷基甘油或2-O-保护甘油与磷酸酰胺试剂或磷酸三酯反应以产生受保护的心磷脂，然后去保护以制备短链心磷脂。该反应方案可用于生成心磷脂的新变体。通过本方法制备的心磷脂可以被纳入到脂质体中，这些脂质体还可以包括疏水性或亲水性药物等活性剂。这样的脂质体可以用于治疗疾病或在诊断和/或分析检测中使用。脂质体还可以包括用于靶向特定细胞类型或特定组织的配体。
• CARDIOLIPIN MOLECULES AND METHOD OF SYNTHESIS
  申请人：Neopharm, Inc.

  公开号：EP1556392A1

  公开（公告）日：2005-07-27
• EP1954140A4
  申请人：——

  公开号：EP1954140A4

  公开（公告）日：2009-12-23
• GLYCEROL LEVULINATE KETALS AND THEIR USE
  申请人：Segetis, Inc.

  公开号：EP1954140B1

  公开（公告）日：2013-05-29