Hexanoic acid (R)-1-[((S)-1-carbamoyl-2-hydroxy-ethylcarbamoyl)-methyl]-dodecyl ester | 245515-80-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Hexanoic acid (R)-1-[((S)-1-carbamoyl-2-hydroxy-ethylcarbamoyl)-methyl]-dodecyl ester
• CAS: 245515-80-4
• 化学式: C₂₃H₄₄N₂O₅
• 分子量: 428.613
• InChiKey: OKDUXVSCOVHJDY-UXHICEINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.75
• 重原子数：
  30.0
• 可旋转键数：
  20.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  118.72
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Hexanoic acid (R)-1-[((S)-1-carbamoyl-2-hydroxy-ethylcarbamoyl)-methyl]-dodecyl ester 在 4 A molecular sieve 、 silver trifluoromethanesulfonate 、 溶剂黄146 、 锌 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 (R)-3-Hexanoyloxy-tetradecanoic acid (2R,3R,4R,5S,6R)-3-amino-2-[(S)-2-carbamoyl-2-((R)-3-hexanoyloxy-tetradecanoylamino)-ethoxy]-5-(diphenoxy-phosphoryloxy)-6-hydroxymethyl-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Synthesis and biological evaluation of a new class of vaccine adjuvants: aminoalkyl glucosaminide 4-phosphates (AGPs)

  摘要：

  A novel series of acylated omega-aminoalkyl 2-amino-2-deoxy-4-phosphono-beta-D-glucopyranosides (aminoalkyl glucosaminide 4-phosphates) was synthesized and screened for immunostimulant activity. Several of these compounds enhance the production of tetanus toroid-specific antibodies in mice and augment vaccine-induced cytotoxic T cells against EG.7-ova target cells. (C) 1999 Elsevier Science Ltd. Pill rights reserved.

  DOI：

  10.1016/s0960-894x(99)00374-1
• 作为产物：
  描述：

  (S)-2-氨基-3-羟基丙酰胺 、 (R)-3-hexanoyloxytetradecanoic acid 在 二甲基氨基丙基乙基碳酰胺 作用下， 生成 Hexanoic acid (R)-1-[((S)-1-carbamoyl-2-hydroxy-ethylcarbamoyl)-methyl]-dodecyl ester
  参考文献：
  名称：

  Synthesis and biological evaluation of a new class of vaccine adjuvants: aminoalkyl glucosaminide 4-phosphates (AGPs)

  摘要：

  A novel series of acylated omega-aminoalkyl 2-amino-2-deoxy-4-phosphono-beta-D-glucopyranosides (aminoalkyl glucosaminide 4-phosphates) was synthesized and screened for immunostimulant activity. Several of these compounds enhance the production of tetanus toroid-specific antibodies in mice and augment vaccine-induced cytotoxic T cells against EG.7-ova target cells. (C) 1999 Elsevier Science Ltd. Pill rights reserved.

  DOI：

  10.1016/s0960-894x(99)00374-1