[1-(5'-O-benzyl-2'-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)-3-N-tert-butoxycarbonylthymine]-3'-spiro-3''-(4''-amino-2'',3''-dihydro-2''-N-methyl-1'',1''-dioxo-isothiazole) | 859210-68-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [1-(5'-O-benzyl-2'-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)-3-N-tert-butoxycarbonylthymine]-3'-spiro-3''-(4''-amino-2'',3''-dihydro-2''-N-methyl-1'',1''-dioxo-isothiazole)
• 英文别名: tert-butyl 3-[(5R,6S,8R,9R)-4-amino-9-[tert-butyl(dimethyl)silyl]oxy-1-methyl-2,2-dioxo-6-(phenylmethoxymethyl)-7-oxa-2lambda6-thia-1-azaspiro[4.4]non-3-en-8-yl]-5-methyl-2,6-dioxopyrimidine-1-carboxylate；tert-butyl 3-[(5R,6S,8R,9R)-4-amino-9-[tert-butyl(dimethyl)silyl]oxy-1-methyl-2,2-dioxo-6-(phenylmethoxymethyl)-7-oxa-2λ6-thia-1-azaspiro[4.4]non-3-en-8-yl]-5-methyl-2,6-dioxopyrimidine-1-carboxylate
• CAS: 859210-68-7
• 化学式: C₃₁H₄₆N₄O₉SSi
• 分子量: 678.879
• InChiKey: OKRFBYFPDDOWAX-JAMCOLSMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.42
• 重原子数：
  46
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  166
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  [1-(5'-O-benzyl-2'-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)-3-N-tert-butoxycarbonylthymine]-3'-spiro-3''-(4''-amino-2'',3''-dihydro-2''-N-methyl-1'',1''-dioxo-isothiazole) 在 palladium dihydroxide C₆H₁₀ 作用下， 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]-5-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  10.1081/ncn-120022690

  摘要：

  DOI：

  10.1081/ncn-120022690
• 作为产物：
  描述：

  3-((2R,3R,4S,5S)-5-Benzyloxymethyl-4-cyano-3-hydroxy-4-methanesulfonylamino-tetrahydro-furan-2-yl)-5-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidine-1-carboxylic acid tert-butyl ester 在 咪唑 、 potassium carbonate 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 [1-(5'-O-benzyl-2'-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)-3-N-tert-butoxycarbonylthymine]-3'-spiro-3''-(4''-amino-2'',3''-dihydro-2''-N-methyl-1'',1''-dioxo-isothiazole)
  参考文献：
  名称：

  10.1081/ncn-120022690

  摘要：

  DOI：

  10.1081/ncn-120022690

文献信息

• First Synthesis and Evaluation of the Inhibitory Effects of Aza Analogues of TSAO on HIV-1 Replication
  作者：Albert Nguyen Van Nhien、Cyrille Tomassi、Christophe Len、José Luis Marco-Contelles、Jan Balzarini、Christophe Pannecouque、Erik De Clercq、Denis Postel

  DOI：10.1021/jm050091g

  日期：2005.6.1

  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.
• 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：——