[1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester | 176755-85-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: [1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester
• 英文别名: 9H-fluoren-9-ylmethyl N-[1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-2-oxopyrimidin-4-yl]carbamate
• CAS: 176755-85-4
• 化学式: C₂₅H₂₅N₃O₆
• 分子量: 463.49
• InChiKey: DPAHRIZEEJZIEL-BHDDXSALSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  121
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester 在 吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 (1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxy]-tetrahydro-furan-2-yl}-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl)-carbamic acid 9H-fluoren-9-ylmethyl ester
  参考文献：
  名称：

  Preparation of Oligonucleotides Containing 5-Bromouracil and 5-Methylcytidine.

  摘要：

  A previously described side reaction on 5-bromouracil during standard oligonucleotide deprotection conditions has been studied in detail. The side product, 5-amino-2'-deoxyuridine, is isolated and characterized. The use of several 5-methylcytidine protected derivatives for the preparation of oligonucleotides containing 5-bromouracil and 5-methylcytidine free of 5-amino-2'-deoxyuridine is discussed.

  DOI：

  10.1080/07328319608002137
• 作为产物：
  描述：

  [1-((2R,4S,5R)-5-Hydroxymethyl-4-trimethylsilanyloxy-tetrahydro-furan-2-yl)-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester 在 吡啶 、 水 作用下， 生成 [1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester
  参考文献：
  名称：

  Preparation of Oligonucleotides Containing 5-Bromouracil and 5-Methylcytidine.

  摘要：

  A previously described side reaction on 5-bromouracil during standard oligonucleotide deprotection conditions has been studied in detail. The side product, 5-amino-2'-deoxyuridine, is isolated and characterized. The use of several 5-methylcytidine protected derivatives for the preparation of oligonucleotides containing 5-bromouracil and 5-methylcytidine free of 5-amino-2'-deoxyuridine is discussed.

  DOI：

  10.1080/07328319608002137