methyl 3,6-anhydro-4,5,7-tri-O-benzyl-2-deoxy-β-D-alloheptonate | 56703-51-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 3,6-anhydro-4,5,7-tri-O-benzyl-2-deoxy-β-D-alloheptonate
• 英文别名: methyl 2-[(2S,3S,4R,5R)-3,4-bis(phenylmethoxy)-5-(phenylmethoxymethyl)oxolan-2-yl]acetate
• CAS: 56703-51-6
• 化学式: C₂₉H₃₂O₆
• 分子量: 476.569
• InChiKey: OAPIOLGQGNEJGR-IXGYBEARSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  35
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 3,6-anhydro-4,5,7-tri-O-benzyl-2-deoxy-β-D-alloheptonate 在 吡啶 、 盐酸 、 正丁基锂 、 20% palladium hydroxide on charcoal 、 水 、 sodium hydride 、 二异丁基氢化铝 、 caesium carbonate 、 环己烯 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 甲苯 、 mineral oil 、 叔丁醇 为溶剂， 反应 25.08h， 生成 (4-(3-((6aR,8S,9S,9aR)-9-(2-cyanoethoxy)-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)propyl)-1H-imidazol-1-yl)methyl pivalate
  参考文献：
  名称：

  Synthesis of Imidazole C1- and C3-Ribonucleoside Phosphoramidites for Probing Catalytic Mechanism in Ribozyme

  摘要：

  Synthesis of C4-linked imidazole N-pivaloyloxymethyl (P0M)-2'-O-cyanoethylated (CE) C-1- and C-3-ribonucleoside phosphoramidites 1a and 1b is described. These phosphoramidite products were incorporated into RNA sequence through solid phase phosphoramidite approach, providing RNA with imidazole linked through different length to sugar residue, to study the mechanism of a ribozyme.

  DOI：

  10.3987/com-11-12263
• 作为产物：
  描述：

  (Z)-(4S,5R,6R)-4,5,7-Tris-benzyloxy-6-hydroxy-hept-2-enoic acid methyl ester 在 sodium methylate 作用下， 反应 0.17h， 生成 methyl 3,6-anhydro-4,5,7-tri-O-benzyl-2-deoxy-β-D-alloheptonate
  参考文献：
  名称：

  Synthesis of Imidazole C1- and C3-Ribonucleoside Phosphoramidites for Probing Catalytic Mechanism in Ribozyme

  摘要：

  Synthesis of C4-linked imidazole N-pivaloyloxymethyl (P0M)-2'-O-cyanoethylated (CE) C-1- and C-3-ribonucleoside phosphoramidites 1a and 1b is described. These phosphoramidite products were incorporated into RNA sequence through solid phase phosphoramidite approach, providing RNA with imidazole linked through different length to sugar residue, to study the mechanism of a ribozyme.

  DOI：

  10.3987/com-11-12263

文献信息

• Synthesis of Imidazole C1- and C3-Ribonucleoside Phosphoramidites for Probing Catalytic Mechanism in Ribozyme
  作者：Shinya Harusawa、Kensuke Fujii、Masayoshi Nishiura、Lisa Araki、Yoshihide Usami、Zheng-yun Zhao、David M. J. Lilley

  DOI：10.3987/com-11-12263

  日期：——

  Synthesis of C4-linked imidazole N-pivaloyloxymethyl (P0M)-2'-O-cyanoethylated (CE) C-1- and C-3-ribonucleoside phosphoramidites 1a and 1b is described. These phosphoramidite products were incorporated into RNA sequence through solid phase phosphoramidite approach, providing RNA with imidazole linked through different length to sugar residue, to study the mechanism of a ribozyme.