(1R,2S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxymethyl-1,2,3,4-tetrahydro-naphthalene-1,2-diol | 860646-56-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: (1R,2S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxymethyl-1,2,3,4-tetrahydro-naphthalene-1,2-diol
• CAS: 860646-56-6
• 化学式: C₂₇H₃₂O₄Si
• 分子量: 448.634
• InChiKey: RFKNPJOWAYRTAO-VPUSJEBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.33
• 重原子数：
  32.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  69.92
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (1R,2S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxymethyl-1,2,3,4-tetrahydro-naphthalene-1,2-diol 在 吡啶 、 sodium hydroxide 、 四丁基氟化铵 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 {(5R,6S)-6-[(Diphenylcarbamoyloxy)-methyl]-5,6-dihydroxy-5,6,7,8-tetrahydro-naphthalen-1-yloxy}-acetic acid
  参考文献：
  名称：

  Discovery of diphenylcarbamate derivatives as highly potent and selective IP receptor agonists: Orally active prostacyclin mimetics. Part 3

  摘要：

  The new classes of diphenylcarbamate derivatives with a tetrahydronaphthalene skeleton as highly potent and selective IP agonists have been discovered. The optimized diphenylcarbamate type compound FK-788: (R)-4 exhibited potent antiaggregative potency with an IC50 of 18 nM and high binding affinity for the human recombinant IP receptor with K-i values of 20 nM and selectivity for human IP over all other members of the human prostanoid receptor family. Compound (R)-4 was shown to exhibit good pharmacokinetic properties in rats and dogs, and also good bioavailability in healthy volunteers. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.047
• 作为产物：
  描述：

  (R)-5-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-1-oxo-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid ethyl ester 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 (1R,2S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxymethyl-1,2,3,4-tetrahydro-naphthalene-1,2-diol
  参考文献：
  名称：

  Discovery of diphenylcarbamate derivatives as highly potent and selective IP receptor agonists: Orally active prostacyclin mimetics. Part 3

  摘要：

  The new classes of diphenylcarbamate derivatives with a tetrahydronaphthalene skeleton as highly potent and selective IP agonists have been discovered. The optimized diphenylcarbamate type compound FK-788: (R)-4 exhibited potent antiaggregative potency with an IC50 of 18 nM and high binding affinity for the human recombinant IP receptor with K-i values of 20 nM and selectivity for human IP over all other members of the human prostanoid receptor family. Compound (R)-4 was shown to exhibit good pharmacokinetic properties in rats and dogs, and also good bioavailability in healthy volunteers. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.047