(3S,5R)-5-[N-(12-aminododecyl)carbamoyloxy]-1-ethynyl-3-hydroxy-2-methylcyclohex-1-ene | 916480-02-9

• 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: (3S,5R)-5-[N-(12-aminododecyl)carbamoyloxy]-1-ethynyl-3-hydroxy-2-methylcyclohex-1-ene
• CAS: 916480-02-9
• 化学式: C₂₂H₃₈N₂O₃
• 分子量: 378.555
• InChiKey: JHBSLRROOOXFKE-RTWAWAEBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.05
• 重原子数：
  27.0
• 可旋转键数：
  13.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  84.58
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (3S,5R)-5-[N-(12-aminododecyl)carbamoyloxy]-1-ethynyl-3-hydroxy-2-methylcyclohex-1-ene 在 咪唑 、 4-二甲氨基吡啶 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成 (3S,5R,3'S,5'R)-3,3'-di[(tert-butyldimethylsilyl)oxy]-1,1'-diethynyl-2,2'-dimethyl-5,5'-[dodecane(1,12-dicarbamoyloxy)]dicyclohex-1-ene
  参考文献：
  名称：

  Novel A-ring homodimeric C-3-carbamate analogues of 1α,25-dihydroxyvitamin D3: Synthesis and preliminary biological evaluation

  摘要：

  The synthesis of a new class of vitamin D-3 analogues in which two units of 1 alpha,25-dihydroxyvitamin D-3 are linked at the C-3 position by a dicarbamate functionality of variable length is described. The analogues demonstrated no affinity for the vitamin D receptor and possessed no antiproliferative or transactivating properties. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.07.021
• 作为产物：
  描述：

  1,12-二氨基十二烷 、 (3S,5R)-1-ethynyl-3-hydroxy-2-methyl-5-[(vinyloxy)carbonyloxy]-1-cyclohexene 以 四氢呋喃 为溶剂， 反应 16.0h， 以93%的产率得到(3S,5R)-5-[N-(12-aminododecyl)carbamoyloxy]-1-ethynyl-3-hydroxy-2-methylcyclohex-1-ene
  参考文献：
  名称：

  Novel A-ring homodimeric C-3-carbamate analogues of 1α,25-dihydroxyvitamin D3: Synthesis and preliminary biological evaluation

  摘要：

  The synthesis of a new class of vitamin D-3 analogues in which two units of 1 alpha,25-dihydroxyvitamin D-3 are linked at the C-3 position by a dicarbamate functionality of variable length is described. The analogues demonstrated no affinity for the vitamin D receptor and possessed no antiproliferative or transactivating properties. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.07.021