Benzoic acid (3aS,4S,6R,7R,7aS)-4-(benzyloxy-dec-9-enyloxy-phosphorylmethyl)-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl ester | 669071-29-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Benzoic acid (3aS,4S,6R,7R,7aS)-4-(benzyloxy-dec-9-enyloxy-phosphorylmethyl)-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl ester
• 英文别名: [(3aS,4S,6R,7R,7aS)-4-[(dec-9-enoxy-oxido-phenylmethoxyphosphaniumyl)methyl]-7-hydroxy-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]methyl benzoate
• CAS: 669071-29-8
• 化学式: C₃₄H₄₇O₉P
• 分子量: 630.716
• InChiKey: CHRUFFFSAWDLGZ-RVQAEDOHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  44
• 可旋转键数：
  19
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  Benzoic acid (3aS,4S,6R,7R,7aS)-4-(benzyloxy-dec-9-enyloxy-phosphorylmethyl)-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl ester 、 (2R,3S,4S,5R,6S)-2-((((benzyloxy)(((benzyloxy)(methoxy)phosphoryl)methyl)phosphoryl)oxy)methyl)-6-(ethylthio)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate 在 4 Angstroem MS 、 三氟甲烷磺酸甲酯 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以47%的产率得到
  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：

  Benzoic acid (3aS,4S,6R,7R,7aS)-4-(dec-9-enyloxy-methoxy-phosphorylmethyl)-7-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl ester 在 偶氮二甲酸二异丙酯 、 苯硫酚 、 三乙胺 、 三苯基膦 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 Benzoic acid (3aS,4S,6R,7R,7aS)-4-(benzyloxy-dec-9-enyloxy-phosphorylmethyl)-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl ester
  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.