1-[(5R,6S,8R,9R)-4-Amino-9-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-2,2-dioxo-7-oxa-2λ⁶-thia-1-aza-spiro[4.4]non-3-en-8-yl]-3,5-dimethyl-1H-pyrimidine-2,4-dione

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[(5R,6S,8R,9R)-4-Amino-9-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-2,2-dioxo-7-oxa-2λ⁶-thia-1-aza-spiro[4.4]non-3-en-8-yl]-3,5-dimethyl-1H-pyrimidine-2,4-dione
• 英文别名: 1-[(1S,3R,4R,5R)-6-amino-4-[tert-butyl(dimethyl)silyl]oxy-1-[[tert-butyl(dimethyl)silyl]oxymethyl]-9-methyl-8,8-dioxo-2-oxa-8$l^{6}-thia-9-azaspiro[4.4]non-6-en-3-yl]-3,5-dimethyl-pyrimidine-2,4-dione；1-[(5R,6S,8R,9R)-4-amino-9-[tert-butyl(dimethyl)silyl]oxy-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-1-methyl-2,2-dioxo-7-oxa-2λ6-thia-1-azaspiro[4.4]non-3-en-8-yl]-3,5-dimethylpyrimidine-2,4-dione
• 化学式: C₂₆H₄₈N₄O₇SSi₂
• 分子量: 616.927
• InChiKey: YCFGXRIPAZOESP-RVNGOIKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.98
• 重原子数：
  40
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  140
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  1-(3'-amino-5'-O-benzyl-2'-O-tert-butyldimethylsilyl-3'-C-cyano-3'-deoxy-3'-N-mesyl-3'-N-methyl-β-D-ribofuranosyl)-3-N-methylthymine 在 咪唑 、 palladium dihydroxide 、 caesium carbonate 、 环己烯 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 21.5h， 生成 1-[(5R,6S,8R,9R)-4-Amino-9-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-2,2-dioxo-7-oxa-2λ⁶-thia-1-aza-spiro[4.4]non-3-en-8-yl]-3,5-dimethyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  First Synthesis and Evaluation of the Inhibitory Effects of Aza Analogues of TSAO on HIV-1 Replication

  摘要：

  Aza TSAO-T derivatives bearing a dihydroisothiazole dioxide ring instead of an oxathiole dioxide ring at the C-3 ' position on the sugar moiety were prepared. We have synthesized four families of compounds depending on substitution at both N-3 and N-2 ''. Biological evaluation showed that these compounds are HIV-1(IIIB)-specific and potent reverse transcriptase inhibitors with EC50 values between 0.13 and 3.5 mu M in cell culture.

  DOI：

  10.1021/jm050091g

文献信息

• 10.1081/ncn-120022690
  作者：Van Nhien, Albert Nguyen、Tomassi, Cyrille、Len, Christophe、Marco-Contelles, Jose Luis、Postel, Denis

  DOI：10.1081/ncn-120022690

  日期：——