1-{4'-O-[(4'',4'''-dimethoxytriphenyl)methyl]-β-D-xylopyranosyl}thymine | 222848-72-8

• 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: 1-{4'-O-[(4'',4'''-dimethoxytriphenyl)methyl]-β-D-xylopyranosyl}thymine
• 英文别名: 1-[(2R,3R,4R,5R)-5-[bis(4-methoxyphenyl)-phenylmethoxy]-3,4-dihydroxyoxan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 222848-72-8
• 化学式: C₃₁H₃₂N₂O₈
• 分子量: 560.604
• InChiKey: DTSWOXKUUVNSOL-LLNGEMMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.49
• 重原子数：
  41.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  132.24
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  1-{4'-O-[(4'',4'''-dimethoxytriphenyl)methyl]-β-D-xylopyranosyl}thymine 在 palladium on activated charcoal 吡啶 、 氢气 、 potassium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 27.0h， 生成 1-{3'-O-acetyl-4'-O-[(4'',4'''-dimethoxytriphenyl)methyl]-β-D-xylopyranosyl}thymine
  参考文献：
  名称：

  Pentopyranosyl 寡核苷酸系统，Communication No.12，Theβ-D-Xylopyranosyl-(4'→2'-寡核苷酸系统

  摘要：

  beta-D-Xylopyranosyl-(4'-->2')-oligonucleotides containing adenine and thymine as nucleobases were synthesized as a part of a systematic study of the pairing properties of pentopyranosyl oligonucleotides. Contrary to earlier expectations based on qualitative conformational criteria, beta-D-xylopyranosyl-(4'-->2')oligonucleotides show Watson-Crick pairing comparable in strength to that shown by pyranosyl-RNA.

  DOI：

  10.1002/1522-2675(200202)85:2<399::aid-hlca399>3.0.co;2-2
• 作为产物：
  描述：

  2',3',4'-tri-O-benzoyl-β-D-xylopyranosyl thymine 在 4 A molecular sieve 、 氨 作用下， 以 吡啶 、 甲醇 为溶剂， 生成 1-{4'-O-[(4'',4'''-dimethoxytriphenyl)methyl]-β-D-xylopyranosyl}thymine
  参考文献：
  名称：

  Pentopyranosyl 寡核苷酸系统，Communication No.12，Theβ-D-Xylopyranosyl-(4'→2'-寡核苷酸系统

  摘要：

  beta-D-Xylopyranosyl-(4'-->2')-oligonucleotides containing adenine and thymine as nucleobases were synthesized as a part of a systematic study of the pairing properties of pentopyranosyl oligonucleotides. Contrary to earlier expectations based on qualitative conformational criteria, beta-D-xylopyranosyl-(4'-->2')oligonucleotides show Watson-Crick pairing comparable in strength to that shown by pyranosyl-RNA.

  DOI：

  10.1002/1522-2675(200202)85:2<399::aid-hlca399>3.0.co;2-2