((1S,2R)-2-Hydroxy-1-hydroxymethyl-4-phenyl-butyl)-carbamic acid tert-butyl ester | 254434-45-2

• 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: ((1S,2R)-2-Hydroxy-1-hydroxymethyl-4-phenyl-butyl)-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[(2S,3R)-1,3-dihydroxy-5-phenylpentan-2-yl]carbamate
• CAS: 254434-45-2
• 化学式: C₁₆H₂₅NO₄
• 分子量: 295.379
• InChiKey: PGMCTHSYKZBWSH-UONOGXRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  78.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ((1S,2R)-2-Hydroxy-1-hydroxymethyl-4-phenyl-butyl)-carbamic acid tert-butyl ester 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 以78%的产率得到(2S,3R)-2-Amino-5-phenylpentane-1,3-diol
  参考文献：
  名称：

  Structure-activity relationship of short-chain sphingoid bases as inhibitors of sphingosine kinase

  摘要：

  Short-chain sphinganine analogues 8, 9, 18, and 19 as well as 3-fluoro-sphingosine analogues 25 and 26 were synthesized. Their potential as sphingosine kinase inhibitors was investigated, in combination with previously synthesized sphingosine and fluorinated sphinganine analogues. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00554-5
• 作为产物：
  描述：

  Phenethylmagnesium chloride 在 甲醇 、 对甲苯磺酸 作用下， 以 四氢呋喃 为溶剂， 生成 ((1S,2R)-2-Hydroxy-1-hydroxymethyl-4-phenyl-butyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and apoptogenic activity of fluorinated ceramide and dihydroceramide analogues

  摘要：

  Short-chain 3-fluoro-(dihydro)ceramide analogues are synthesized from L-serine using diethylaminosulfur trifluoride (DAST) as fluorinating agent. The apoptogenic activity of these compounds was measured in three different cell lines and compared with their hydroxylated counterparts. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00553-3