Phosphorochloridic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester | 103309-63-3

• 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: Phosphorochloridic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester
• CAS: 103309-63-3
• 化学式: C₃₇H₃₅Cl₂N₂O₉P
• 分子量: 753.573
• InChiKey: DKDGHTDBYVZCSA-MTVHCMAWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.62
• 重原子数：
  51.0
• 可旋转键数：
  13.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  127.31
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  Phosphorochloridic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester 在 MSNT 、 (Z)-2-nitrobenzaldehyde oxime 、 水 、 四甲基胍 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 吡啶 为溶剂， 反应 3.5h， 生成 [(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hexadecyl hydrogen phosphate
  参考文献：
  名称：

  Straightforward Synthesis of Lipophilic Thymidine Glucopyranosyl Monophosphates as Models for a Drug Delivery System Across Cellular Membranes

  摘要：

  O-methyl (3'-6) and (5'-6) thymidinyl gluco- and mannopyranosides and (3'-6) thymidinyl glucofuranose can be synthesised in excellent yields by applying the phosphotriester method. The lipophilic phosphotriesters thus obtained are designed as carriers of nucleoside drugs across cellular membranes.

  DOI：

  10.1080/07328319908044627
• 作为产物：
  描述：

  保护胸苷 、 2-氯苯基二氯膦 在 1H-1,2,4-三唑 、 N-甲基咪唑 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 生成 Phosphorochloridic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester
  参考文献：
  名称：

  Straightforward Synthesis of Lipophilic Thymidine Glucopyranosyl Monophosphates as Models for a Drug Delivery System Across Cellular Membranes

  摘要：

  O-methyl (3'-6) and (5'-6) thymidinyl gluco- and mannopyranosides and (3'-6) thymidinyl glucofuranose can be synthesised in excellent yields by applying the phosphotriester method. The lipophilic phosphotriesters thus obtained are designed as carriers of nucleoside drugs across cellular membranes.

  DOI：

  10.1080/07328319908044627