1-benzyl-2-hexadecyl-sn-glycerol | 154098-03-0

• 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: 1-benzyl-2-hexadecyl-sn-glycerol
• 英文别名: (S)-3-(benzyloxy)-2-(hexadecyloxy)propan-1-ol；(2S)-2-hexadecoxy-3-phenylmethoxypropan-1-ol
• CAS: 154098-03-0
• 化学式: C₂₆H₄₆O₃
• 分子量: 406.649
• InChiKey: BQLNMXVBVCMNKL-SANMLTNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  29
• 可旋转键数：
  21
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 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：

  1-benzyl-2-hexadecyl-sn-glycerol 在 吡啶 、 水 作用下， 以 乙醚 为溶剂， 反应 4.0h， 生成 1-benzyl-2-hexadecyl-sn-glycero-3-phospho-β-bromoethanol
  参考文献：
  名称：

  Synthesis of 1-palmitoyl-2-hexadecyl-sn-glycero-3-phosphocholine (PHPC)

  摘要：

  A general method for the chirospecific synthesis of 1-acyl-2-alkyl-sn-glycero-3-phosphocholines is described. 1-Palmitoyl-2-hexadecyl-sn-glycero-3-phosphocholine (PHPC) was synthesized in 18% overall yield in ten steps via five new synthetic intermediates, and 1-acetyl-2-hexadecyl-sn-glycero-3-phosphocholine (AHPC) was also synthesized. 1-Acyl-2-alkyl-sn-glycero-3-phosphocholine which have not been found to exist in nature, are ether lipid analogs of 1,2-diacyl-sn-glycero-3-phosphocholines, which are important components of cell membranes. Biophysical studies of hydrated bilayers of PHPC will be of interest in probing the critical importance of the central region of these amphiphilic molecules to the molecular assemblies that are formed.

  DOI：

  10.1016/0009-3084(93)90001-j
• 作为产物：
  描述：

  1-O-benzyl-3-O-trityl-sn-glycerol 在 盐酸 、 potassium tert-butylate 、 四丁基溴化铵 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 4.0h， 生成 1-benzyl-2-hexadecyl-sn-glycerol
  参考文献：
  名称：

  Synthesis of 1-palmitoyl-2-hexadecyl-sn-glycero-3-phosphocholine (PHPC)

  摘要：

  A general method for the chirospecific synthesis of 1-acyl-2-alkyl-sn-glycero-3-phosphocholines is described. 1-Palmitoyl-2-hexadecyl-sn-glycero-3-phosphocholine (PHPC) was synthesized in 18% overall yield in ten steps via five new synthetic intermediates, and 1-acetyl-2-hexadecyl-sn-glycero-3-phosphocholine (AHPC) was also synthesized. 1-Acyl-2-alkyl-sn-glycero-3-phosphocholine which have not been found to exist in nature, are ether lipid analogs of 1,2-diacyl-sn-glycero-3-phosphocholines, which are important components of cell membranes. Biophysical studies of hydrated bilayers of PHPC will be of interest in probing the critical importance of the central region of these amphiphilic molecules to the molecular assemblies that are formed.

  DOI：

  10.1016/0009-3084(93)90001-j

文献信息

• [EN] PHOSPHOLIPID COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS PHOSPHOLIPIDIQUES ET LEURS UTILISATIONS
  申请人：GILEAD SCIENCES INC

  公开号：WO2022081973A1

  公开（公告）日：2022-04-21

  Compounds and methods of using said compounds, alone or in combination with additional agents, and pharmaceutical compositions of said compounds for the treatment of viral infections are disclosed.

  本文披露了用于治疗病毒感染的化合物及其使用方法，可以单独使用或与其他药物联合使用，并且还包括该化合物的药物组合物。
• PHOSPHOLIPID COMPOUNDS AND USES THEREOF
  申请人：Gilead Sciences, Inc.

  公开号：US20220143052A1

  公开（公告）日：2022-05-12

  Compounds and methods of using said compounds, alone or in combination with additional agents, and pharmaceutical compositions of said compounds for the treatment of viral infections are disclosed.
• Synthesis of 1-palmitoyl-2-hexadecyl-sn-glycero-3-phosphocholine (PHPC)
  作者：Richard I. Duclos

  DOI：10.1016/0009-3084(93)90001-j

  日期：1993.12

  A general method for the chirospecific synthesis of 1-acyl-2-alkyl-sn-glycero-3-phosphocholines is described. 1-Palmitoyl-2-hexadecyl-sn-glycero-3-phosphocholine (PHPC) was synthesized in 18% overall yield in ten steps via five new synthetic intermediates, and 1-acetyl-2-hexadecyl-sn-glycero-3-phosphocholine (AHPC) was also synthesized. 1-Acyl-2-alkyl-sn-glycero-3-phosphocholine which have not been found to exist in nature, are ether lipid analogs of 1,2-diacyl-sn-glycero-3-phosphocholines, which are important components of cell membranes. Biophysical studies of hydrated bilayers of PHPC will be of interest in probing the critical importance of the central region of these amphiphilic molecules to the molecular assemblies that are formed.