9H-fluoren-9-ylmethyl N-[(2S,3S,5R)-2-[(1R)-1-[bis(4-methoxyphenyl)-phenylmethoxy]-3-hydroxypropyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]carbamate | 246538-20-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 9H-fluoren-9-ylmethyl N-[(2S,3S,5R)-2-[(1R)-1-[bis(4-methoxyphenyl)-phenylmethoxy]-3-hydroxypropyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]carbamate
• CAS: 246538-20-5
• 化学式: C₄₈H₄₇N₃O₉
• 分子量: 809.916
• InChiKey: YFUZQKDLMULTME-BDYNTXGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  60
• 可旋转键数：
  15
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  145
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  9H-fluoren-9-ylmethyl N-[(2S,3S,5R)-2-[(1R)-1-[bis(4-methoxyphenyl)-phenylmethoxy]-3-hydroxypropyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]carbamate 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 3'-C-amino-3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-3-N,5'(R)-C-ethylenethymidine
  参考文献：
  名称：

  Conformationally locked nucleosides. Synthesis and stereochemical assignments of 3′-N,5′-C-bridged 3′-amino-3′-deoxythymidines

  摘要：

  3'-Amino-3'-deoxythymidine was converted, in multi-steps, to its 5'-O-(4,4'-dimethoxytrityl)-5'-C-tosyl-oxyethyl-3'-N-carbobenzoxy derivative 7 and 5'-C-mesyloxyethyl-3'-N-(9-fluorenyl)methoxycarbonyl derivatives 6 and 11. Subsequent hydrogenolysis or treatment with DMAP afforded 3'-N,5'-C-bridged bicyclic thymidines. Stereochemical assignments were accomplished with the help of NOE. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01205-8
• 作为产物：
  描述：

  3'-氨基-2',3'-双脱氧胸苷 在 palladium on activated charcoal 吡啶 、 lithium aluminium tetrahydride 、 氢气 、 sodium carbonate 、 silver nitrate 、 二甲基亚砜 、 三乙胺 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 、 锌 作用下， 以 四氢呋喃 、 吡啶 为溶剂， 反应 68.0h， 生成 9H-fluoren-9-ylmethyl N-[(2S,3S,5R)-2-[(1R)-1-[bis(4-methoxyphenyl)-phenylmethoxy]-3-hydroxypropyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]carbamate
  参考文献：
  名称：

  Conformationally locked nucleosides. Synthesis and stereochemical assignments of 3′-N,5′-C-bridged 3′-amino-3′-deoxythymidines

  摘要：

  3'-Amino-3'-deoxythymidine was converted, in multi-steps, to its 5'-O-(4,4'-dimethoxytrityl)-5'-C-tosyl-oxyethyl-3'-N-carbobenzoxy derivative 7 and 5'-C-mesyloxyethyl-3'-N-(9-fluorenyl)methoxycarbonyl derivatives 6 and 11. Subsequent hydrogenolysis or treatment with DMAP afforded 3'-N,5'-C-bridged bicyclic thymidines. Stereochemical assignments were accomplished with the help of NOE. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01205-8