O-(2-chlorophenyl)-Nα-(9-fluorenylmethoxycarbonyl-serin-3-yl allyl ester)-(2',3'-di-O-acetyluridin-5'-yl)phosphate | 537677-40-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: O-(2-chlorophenyl)-Nα-(9-fluorenylmethoxycarbonyl-serin-3-yl allyl ester)-(2',3'-di-O-acetyluridin-5'-yl)phosphate
• 英文别名: O-(2-chlorophenyl)-N^α-(9-fluorenylmethoxycarbonyl-serin-3-yl allyl ester)-(2',3'-di-O-acetyluridin-5'-yl)phosphate
• CAS: 537677-40-0
• 化学式: C₄₀H₃₉ClN₃O₁₅P
• 分子量: 868.188
• InChiKey: MHVLJPWLIMQPRL-HLQORWFISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.81
• 重原子数：
  60.0
• 可旋转键数：
  17.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  226.08
• 氢给体数：
  2.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  O-(2-chlorophenyl)-Nα-(9-fluorenylmethoxycarbonyl-serin-3-yl allyl ester)-(2',3'-di-O-acetyluridin-5'-yl)phosphate 在 bis-triphenylphosphine-palladium(II) chloride 、 三正丁基氢锡 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.5h， 以90%的产率得到O-(2-chlorophenyl)-N^α-(9-fluorenylmethoxycarbonyl)serin-3-yl-(2',3'-di-O-acetyluridin-5'-yl) phosphate
  参考文献：
  名称：

  Stepwise solid phase synthesis of uridylylated viral genome-linked peptides using uridylylated amino acid building blocks

  摘要：

  The uridylylated amino acid building blocks 2-cyanoethyl-(N-alpha-9-fluorenylmethoxy-carbonyl-tyrosin-4-yl)-(2',3'-di-O-acetyl-uridin-5'-yl) phosphate and 2-chlorophenyl-(N-alpha-fluorenyl-methoxycarbonyl-serin-3-yl)-(2',3'-di-O-acetyluridin-5'-yl) phosphate have been used successfully in an on-line SPPS of the VPgpU from the polio, coxsackie and cowpea mosaic virus. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00042-5
• 作为产物：
  描述：

  bis(benzotriazol-1-yl)(2-chlorophenyl)phosphate 以 1,4-二氧六环 、 吡啶 为溶剂， 反应 3.0h， 生成 O-(2-chlorophenyl)-Nα-(9-fluorenylmethoxycarbonyl-serin-3-yl allyl ester)-(2',3'-di-O-acetyluridin-5'-yl)phosphate
  参考文献：
  名称：

  Stepwise solid phase synthesis of uridylylated viral genome-linked peptides using uridylylated amino acid building blocks

  摘要：

  The uridylylated amino acid building blocks 2-cyanoethyl-(N-alpha-9-fluorenylmethoxy-carbonyl-tyrosin-4-yl)-(2',3'-di-O-acetyl-uridin-5'-yl) phosphate and 2-chlorophenyl-(N-alpha-fluorenyl-methoxycarbonyl-serin-3-yl)-(2',3'-di-O-acetyluridin-5'-yl) phosphate have been used successfully in an on-line SPPS of the VPgpU from the polio, coxsackie and cowpea mosaic virus. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00042-5