(1-cyano-2-methylpropan-2-yl) N-[9-[(2R,4S,5R)-5-[[cyclododecyloxy-bis(trimethylsilyloxy)silyl]oxymethyl]-4-hydroxyoxolan-2-yl]purin-6-yl]carbamate | 313342-66-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: (1-cyano-2-methylpropan-2-yl) N-[9-[(2R,4S,5R)-5-[[cyclododecyloxy-bis(trimethylsilyloxy)silyl]oxymethyl]-4-hydroxyoxolan-2-yl]purin-6-yl]carbamate
• CAS: 313342-66-4
• 化学式: C₃₄H₆₀N₆O₈Si₃
• 分子量: 765.142
• InChiKey: ZXDRNUQWZCPMKZ-ZGIBFIJWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.56
• 重原子数：
  51
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  172
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  氯(二异丙基氨基)甲氧基膦 、 (1-cyano-2-methylpropan-2-yl) N-[9-[(2R,4S,5R)-5-[[cyclododecyloxy-bis(trimethylsilyloxy)silyl]oxymethyl]-4-hydroxyoxolan-2-yl]purin-6-yl]carbamate 以89%的产率得到(1-cyano-2-methylpropan-2-yl) N-[9-[(2R,4S,5R)-5-[[cyclododecyloxy-bis(trimethylsilyloxy)silyl]oxymethyl]-4-[[di(propan-2-yl)amino]-methoxyphosphanyl]oxyoxolan-2-yl]purin-6-yl]carbamate
  参考文献：
  名称：

  Synthesis and Deprotection of Oligonucleotides under Aprotic Conditions

  摘要：

  [GRAPHICS]Oligonucleotides containing an alkali labile nucleotide are synthesized and deprotected using a synthetic method that eliminates the use of Bronsted acid and base. The development of a new family of exocyclic amine protecting groups is an integral component of this approach.

  DOI：

  10.1021/ol006604p
• 作为产物：
  描述：

  bis(trimethylsilyloxy)(cyclododecyloxy)silyl chloride 、 (1-cyano-2-methylpropan-2-yl) N-[9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl]carbamate 以44%的产率得到(1-cyano-2-methylpropan-2-yl) N-[9-[(2R,4S,5R)-5-[[cyclododecyloxy-bis(trimethylsilyloxy)silyl]oxymethyl]-4-hydroxyoxolan-2-yl]purin-6-yl]carbamate
  参考文献：
  名称：

  Synthesis and Deprotection of Oligonucleotides under Aprotic Conditions

  摘要：

  [GRAPHICS]Oligonucleotides containing an alkali labile nucleotide are synthesized and deprotected using a synthetic method that eliminates the use of Bronsted acid and base. The development of a new family of exocyclic amine protecting groups is an integral component of this approach.

  DOI：

  10.1021/ol006604p

文献信息

• Synthesis and Deprotection of Oligonucleotides under Aprotic Conditions
  作者：Tongqian Chen、Jiasheng Fu、Marc M. Greenberg

  DOI：10.1021/ol006604p

  日期：2000.11.1

  [GRAPHICS]Oligonucleotides containing an alkali labile nucleotide are synthesized and deprotected using a synthetic method that eliminates the use of Bronsted acid and base. The development of a new family of exocyclic amine protecting groups is an integral component of this approach.