((R)-1-Hydroxymethyl-1-methyl-3-{4-[8-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-octyloxy]-phenyl}-propyl)-carbamic acid tert-butyl ester | 873303-01-6

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: ((R)-1-Hydroxymethyl-1-methyl-3-{4-[8-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-octyloxy]-phenyl}-propyl)-carbamic acid tert-butyl ester
• CAS: 873303-01-6
• 化学式: C₃₀H₄₃N₅O₇
• 分子量: 585.701
• InChiKey: JQUZYLHVKQEKSE-SSEXGKCCSA-N

物化性质

• 密度：
  1.213±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.17
• 重原子数：
  42.0
• 可旋转键数：
  17.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  161.88
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  ((R)-1-Hydroxymethyl-1-methyl-3-{4-[8-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-octyloxy]-phenyl}-propyl)-carbamic acid tert-butyl ester 在 四氮唑 、 双氧水 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 生成 Phosphoric acid mono-((R)-2-amino-2-methyl-4-{4-[8-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-octyloxy]-phenyl}-butyl) ester
  参考文献：
  名称：

  NBD-labeled derivatives of the immunomodulatory drug FTY720 as tools for metabolism and mode of action studies

  摘要：

  Fluorescently labeled chiral analogs of the immunomodulatory drug FTY720 and its corresponding phosphates with variable aliphatic spacers between the aromatic ring and the NBD label have been synthesized. Determining the influence of the spacer on the in vitro phosphorylation rate by SPHK1 and 2 resulted in the identification of NBD-(R)-AAL 1c,d which are phosphorylated with an efficiency comparable to that of the unlabeled FTY720 analog (R)-AAL. Furthermore, the NBD-(R)-AAL phosphates 10c,d were proven to be a functional SIP receptor agonist. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.038
• 作为产物：
  描述：

  Methanesulfonic acid 8-dibenzylamino-octyl ester 在 palladium on activated charcoal ammonium formate 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 ((R)-1-Hydroxymethyl-1-methyl-3-{4-[8-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-octyloxy]-phenyl}-propyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  NBD-labeled derivatives of the immunomodulatory drug FTY720 as tools for metabolism and mode of action studies

  摘要：

  Fluorescently labeled chiral analogs of the immunomodulatory drug FTY720 and its corresponding phosphates with variable aliphatic spacers between the aromatic ring and the NBD label have been synthesized. Determining the influence of the spacer on the in vitro phosphorylation rate by SPHK1 and 2 resulted in the identification of NBD-(R)-AAL 1c,d which are phosphorylated with an efficiency comparable to that of the unlabeled FTY720 analog (R)-AAL. Furthermore, the NBD-(R)-AAL phosphates 10c,d were proven to be a functional SIP receptor agonist. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.038