1-{1-[1-(4,4'-dimethoxytrityloxymethyl)prop-2-enyloxy]prop-2-enyl}cytosine | 532412-92-3

• 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-{1-[1-(4,4'-dimethoxytrityloxymethyl)prop-2-enyloxy]prop-2-enyl}cytosine
• 英文别名: 4-amino-1-[(1R)-1-[(2S)-1-[bis(4-methoxyphenyl)-phenylmethoxy]but-3-en-2-yl]oxyprop-2-enyl]pyrimidin-2-one
• CAS: 532412-92-3
• 化学式: C₃₂H₃₃N₃O₅
• 分子量: 539.631
• InChiKey: KFQYNQCEHJXWJQ-FREGXXQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  40
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  95.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-{1-[1-(4,4'-dimethoxytrityloxymethyl)prop-2-enyloxy]prop-2-enyl}cytosine 在 溶剂黄146 作用下， 反应 1.0h， 以91%的产率得到1-{1-[1-(hydroxymethyl)prop-2-enyloxy]prop-2-enyl}cytosine
  参考文献：
  名称：

  Synthesis of acyclic bis-vinyl pyrimidines: a general route to d4T via metathesis

  摘要：

  Unsaturated acyclic pyrimidine analogues, 1-{1-[1-(hydroxymethyl)prop-2-enyloxy]prop-2-enyl}uracil, 1-{1-[1-(hydroxy-methyl)prop-2-enyloxy]prop-2-enyl}thymine and 1-{1-[1-(hydroxymethyl)prop-2-enyloxy]prop-2-enyl}cytosine having two asymmetric carbon atoms have been prepared in good yield starting from uridine and 5-methyluridine. The bis-vinyl thymine derivative underwent ring closure metathesis to give d4T, thus providing a novel synthesis of this compound. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01661-7
• 作为产物：
  描述：

  尿嘧啶核苷 在 吡啶 、 ammonium hydroxide 、 sodium periodate 、 potassium tert-butylate 、 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 反应 15.5h， 生成 1-{1-[1-(4,4'-dimethoxytrityloxymethyl)prop-2-enyloxy]prop-2-enyl}cytosine
  参考文献：
  名称：

  Synthesis of acyclic bis-vinyl pyrimidines: a general route to d4T via metathesis

  摘要：

  Unsaturated acyclic pyrimidine analogues, 1-{1-[1-(hydroxymethyl)prop-2-enyloxy]prop-2-enyl}uracil, 1-{1-[1-(hydroxy-methyl)prop-2-enyloxy]prop-2-enyl}thymine and 1-{1-[1-(hydroxymethyl)prop-2-enyloxy]prop-2-enyl}cytosine having two asymmetric carbon atoms have been prepared in good yield starting from uridine and 5-methyluridine. The bis-vinyl thymine derivative underwent ring closure metathesis to give d4T, thus providing a novel synthesis of this compound. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01661-7

文献信息

• Synthesis of acyclic bis-vinyl pyrimidines: a general route to d4T via metathesis
  作者：D.F Ewing、V Glaçon、G Mackenzie、D Postel、C Len

  DOI：10.1016/s0040-4020(02)01661-7

  日期：2003.2

  Unsaturated acyclic pyrimidine analogues, 1-1-[1-(hydroxymethyl)prop-2-enyloxy]prop-2-enyl}uracil, 1-1-[1-(hydroxy-methyl)prop-2-enyloxy]prop-2-enyl}thymine and 1-1-[1-(hydroxymethyl)prop-2-enyloxy]prop-2-enyl}cytosine having two asymmetric carbon atoms have been prepared in good yield starting from uridine and 5-methyluridine. The bis-vinyl thymine derivative underwent ring closure metathesis to give d4T, thus providing a novel synthesis of this compound. (C) 2003 Elsevier Science Ltd. All rights reserved.