[(2R,3S,4S,5R,6S)-4,5-dibenzoyloxy-2-[[[dimethoxy(oxido)phosphaniumyl]methyl-methoxy-oxidophosphaniumyl]oxymethyl]-6-ethylsulfanyloxan-3-yl] benzoate | 669071-15-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3S,4S,5R,6S)-4,5-dibenzoyloxy-2-[[[dimethoxy(oxido)phosphaniumyl]methyl-methoxy-oxidophosphaniumyl]oxymethyl]-6-ethylsulfanyloxan-3-yl] benzoate
• CAS: 669071-15-2
• 化学式: C₃₃H₃₈O₁₃P₂S
• 分子量: 736.67
• InChiKey: IZVNCAIQKUAINY-WEWKGSRHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  49
• 可旋转键数：
  19
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  197
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  [(2R,3S,4S,5R,6S)-4,5-dibenzoyloxy-2-[[[dimethoxy(oxido)phosphaniumyl]methyl-methoxy-oxidophosphaniumyl]oxymethyl]-6-ethylsulfanyloxan-3-yl] benzoate 在 4 Angstroem MS 、 三氟乙酸 、 三氟甲烷磺酸甲酯 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 23.75h， 生成 dec-9-enoxy-[[(2S,3S,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[hydroxy-[[hydroxy(methoxy)phosphoryl]methyl]phosphoryl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]methyl]phosphinic acid
  参考文献：
  名称：

  Synthesis of potential bisubstrate inhibitors of Leishmania elongating α-d-mannosyl phosphate transferase

  摘要：

  Synthesis of a potential mechanism-based bisubstrate inhibitor 1 of the elongating alpha-D-mannosyl phosphate transferase in Leishmania, comprising a guanosine subunit bound to the synthetic acceptor substrate through the methylenebisphosphonate linker, as well as its analogues 2 and 3 has been successfully accomplished. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.022
• 作为产物：
  描述：

  [(2R,3S,4S,5R,6S)-4,5-dibenzoyloxy-6-ethylsulfanyl-2-(hydroxymethyl)oxan-3-yl] benzoate 、 methylenebisphosphonic acid trimethyl ester 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以67%的产率得到[(2R,3S,4S,5R,6S)-4,5-dibenzoyloxy-2-[[[dimethoxy(oxido)phosphaniumyl]methyl-methoxy-oxidophosphaniumyl]oxymethyl]-6-ethylsulfanyloxan-3-yl] benzoate
  参考文献：
  名称：

  Synthesis of potential bisubstrate inhibitors of Leishmania elongating α-d-mannosyl phosphate transferase

  摘要：

  Synthesis of a potential mechanism-based bisubstrate inhibitor 1 of the elongating alpha-D-mannosyl phosphate transferase in Leishmania, comprising a guanosine subunit bound to the synthetic acceptor substrate through the methylenebisphosphonate linker, as well as its analogues 2 and 3 has been successfully accomplished. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.022

文献信息

• Synthesis of potential bisubstrate inhibitors of Leishmania elongating α-d-mannosyl phosphate transferase
  作者：Vladimir S. Borodkin、Michael A.J. Ferguson、Andrei V. Nikolaev

  DOI：10.1016/j.tetlet.2003.11.022

  日期：2004.1

  Synthesis of a potential mechanism-based bisubstrate inhibitor 1 of the elongating alpha-D-mannosyl phosphate transferase in Leishmania, comprising a guanosine subunit bound to the synthetic acceptor substrate through the methylenebisphosphonate linker, as well as its analogues 2 and 3 has been successfully accomplished. (C) 2003 Elsevier Ltd. All rights reserved.