N⁶-cyclohexyl-5'-O-<(2-t-butyldiphenylsilyloxymethylphenyl)diphenylmethyl>adenosine | 160375-76-8

• 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: N⁶-cyclohexyl-5'-O-<(2-t-butyldiphenylsilyloxymethylphenyl)diphenylmethyl>adenosine
• 英文别名: N⁶-cyclohexyl-5'-O-[(2-t-butyldiphenylsilyloxymethylphenyl)diphenylmethyl]adenosine；(2R,3S,4R,5R)-2-[[[2-[[tert-butyl(diphenyl)silyl]oxymethyl]phenyl]-diphenylmethoxy]methyl]-5-[6-(cyclohexylamino)purin-9-yl]oxolane-3,4-diol
• CAS: 160375-76-8
• 化学式: C₅₂H₅₇N₅O₅Si
• 分子量: 860.141
• InChiKey: NCXPKWKQMNNAAT-ULKCLTFGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.28
• 重原子数：
  63
• 可旋转键数：
  15
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  124
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  硫酸二甲酯 、 N⁶-cyclohexyl-5'-O-<(2-t-butyldiphenylsilyloxymethylphenyl)diphenylmethyl>adenosine 在 sodium hydroxide 、 苄基三乙基氯化铵 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 (2R,3R,4R,5R)-2-[[[2-[[tert-butyl(diphenyl)silyl]oxymethyl]phenyl]-diphenylmethoxy]methyl]-5-[6-(cyclohexylamino)purin-9-yl]-4-methoxyoxolan-3-ol 、 (2R,3R,4S,5R)-5-[[[2-[[tert-butyl(diphenyl)silyl]oxymethyl]phenyl]-diphenylmethoxy]methyl]-2-[6-(cyclohexylamino)purin-9-yl]-4-methoxyoxolan-3-ol 、
  参考文献：
  名称：

  Steric Effect of a Bulky Substituent At 5′-Position on the Regioselectivity of 2′ vs. 3′-O-Methylation of N⁶- Cyclohexyladenosine

  摘要：

  Steric effect of a trityl or substituted trityl group at 5'-OH of N-6-cyclohexyladenosine on the regioselective 2' vs. 3'-O-methylation under phase transfer catalysis conditions was investigated. Compound 4 showed only a modest increase in the selectivity of 2' over 3'-O-methylation compared to compound 1.

  DOI：

  10.1080/15257779408011868
• 作为产物：
  描述：

  α,α-Diphenyl-1,2-benzoldimethanol 在 咪唑 、 乙酰氯 作用下， 以 四氢呋喃 、 吡啶 、 二氯甲烷 、 甲苯 为溶剂， 反应 80.0h， 生成 N⁶-cyclohexyl-5'-O-<(2-t-butyldiphenylsilyloxymethylphenyl)diphenylmethyl>adenosine
  参考文献：
  名称：

  Steric Effect of a Bulky Substituent At 5′-Position on the Regioselectivity of 2′ vs. 3′-O-Methylation of N⁶- Cyclohexyladenosine

  摘要：

  Steric effect of a trityl or substituted trityl group at 5'-OH of N-6-cyclohexyladenosine on the regioselective 2' vs. 3'-O-methylation under phase transfer catalysis conditions was investigated. Compound 4 showed only a modest increase in the selectivity of 2' over 3'-O-methylation compared to compound 1.

  DOI：

  10.1080/15257779408011868

文献信息

• Steric Effect of a Bulky Substituent At 5′-Position on the Regioselectivity of 2′ vs. 3′-O-Methylation of N⁶- Cyclohexyladenosine
  作者：Mahavir Prashad、Kapa Prasad、Oijan Repic

  DOI：10.1080/15257779408011868

  日期：1994.5

  Steric effect of a trityl or substituted trityl group at 5'-OH of N-6-cyclohexyladenosine on the regioselective 2' vs. 3'-O-methylation under phase transfer catalysis conditions was investigated. Compound 4 showed only a modest increase in the selectivity of 2' over 3'-O-methylation compared to compound 1.