| 1408061-39-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1408061-39-1
• 化学式: C₁₆H₂₇NO₅
• 分子量: 313.394
• InChiKey: ODTCZCOERMDMJG-QCNOEVLYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.94
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  77.02
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  在 盐酸 、 copper(l) iodide 、 四(三苯基膦)钯 、 caesium carbonate 、 三乙胺 、 间氯过氧苯甲酸 、 三氟乙酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.5h， 生成 (1R,2S,3R,5S)-3-[[2-(cyclopropylmethylamino)-6-methyl-5-(4-methylthiazolo[4,5-c]pyridin-2-yl)pyrimidin-4-yl]amino]-5-[1-hydroxy-2-methoxy-1-(methoxymethyl)ethyl]cyclopentane-1,2-diol
  参考文献：
  名称：

  Synthesis and SAR of geminal substitutions at the C5′ carbosugar position of pyrimidine-derived HCV inhibitors

  摘要：

  The installation of geminal substitution at the C5' position of the carbosugar in our pyrimidine-derived hepatitis C inhibitor series is reported. SAR studies around the C5' position led to the installation of the dimethyl group as the optimal functionality. An improved route was subsequently designed to access these substitutions. Expanded SAR at the C2 amino position led to the utilization of C2 ethers. These compounds exhibited good potency, high selectivity, and excellent plasma exposure and bioavailability in rodent as well as in higher species. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.08.111
• 作为产物：
  描述：

  (1S,3R,4S,6R)-N-Boc-6-amino-2,2-dimethyl-tetrahydrocyclopenta[1.3]dioxole-4-carboxylic acid 在 titanium(IV) isopropylate 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 16.08h， 生成
  参考文献：
  名称：

  Synthesis and SAR of geminal substitutions at the C5′ carbosugar position of pyrimidine-derived HCV inhibitors

  摘要：

  The installation of geminal substitution at the C5' position of the carbosugar in our pyrimidine-derived hepatitis C inhibitor series is reported. SAR studies around the C5' position led to the installation of the dimethyl group as the optimal functionality. An improved route was subsequently designed to access these substitutions. Expanded SAR at the C2 amino position led to the utilization of C2 ethers. These compounds exhibited good potency, high selectivity, and excellent plasma exposure and bioavailability in rodent as well as in higher species. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.08.111