N-[(R)-3-((1R,3aR,4S,7aR)-4-Hydroxy-7a-methyl-octahydro-inden-1-yl)-butyl]-N-methoxy-2,2-dimethyl-propionamide | 909542-96-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-[(R)-3-((1R,3aR,4S,7aR)-4-Hydroxy-7a-methyl-octahydro-inden-1-yl)-butyl]-N-methoxy-2,2-dimethyl-propionamide
• CAS: 909542-96-7
• 化学式: C₂₀H₃₇NO₃
• 分子量: 339.519
• InChiKey: VNINWQKOSVPKCA-GFAJBQDWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.03
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  49.77
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-[(R)-3-((1R,3aR,4S,7aR)-4-Hydroxy-7a-methyl-octahydro-inden-1-yl)-butyl]-N-methoxy-2,2-dimethyl-propionamide 在 重铬酸吡啶 、 正丁基锂 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 N-((R)-3-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Dihydroxy-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-butyl)-N-methoxy-2,2-dimethyl-propionamide
  参考文献：
  名称：

  Highly antiproliferative, low-calcemic, side-chain amide and hydroxamate analogs of the hormone 1α,25-dihydroxyvitamin D3

  摘要：

  Four new side-chain amide (2 and 3) and hydroxamate (4 and 5) analogs of the hormone calcitriol (1) have been prepared. Even though lacking the 25-OH group characteristic of natural calcitriol (1), analogs 2-4 are as anti proliferative in vitro as calcitriol (1) but are 20-40 times less calciuric in vivo than calcitriol (1). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.050
• 作为产物：
  描述：

  N-Methoxy-2,2-dimethyl-N-[(R)-3-((1R,3aR,4S,7aR)-7a-methyl-4-triethylsilanyloxy-octahydro-inden-1-yl)-butyl]-propionamide 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 N-[(R)-3-((1R,3aR,4S,7aR)-4-Hydroxy-7a-methyl-octahydro-inden-1-yl)-butyl]-N-methoxy-2,2-dimethyl-propionamide
  参考文献：
  名称：

  Highly antiproliferative, low-calcemic, side-chain amide and hydroxamate analogs of the hormone 1α,25-dihydroxyvitamin D3

  摘要：

  Four new side-chain amide (2 and 3) and hydroxamate (4 and 5) analogs of the hormone calcitriol (1) have been prepared. Even though lacking the 25-OH group characteristic of natural calcitriol (1), analogs 2-4 are as anti proliferative in vitro as calcitriol (1) but are 20-40 times less calciuric in vivo than calcitriol (1). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.050