2',3',5'-tri-O-(4-toluoyl)-N⁶-benzoylcytidine-3',5'(R/S)-2H2 | 219569-04-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2',3',5'-tri-O-(4-toluoyl)-N⁶-benzoylcytidine-3',5'(R/S)-2H2
• 英文别名: [(2R,3R,4R,5R)-2-(4-benzamido-2-oxopyrimidin-1-yl)-4-deuterio-5-[deuterio-(4-methylbenzoyl)oxymethyl]-4-(4-methylbenzoyl)oxyoxolan-3-yl] 4-methylbenzoate
• CAS: 219569-04-7
• 化学式: C₄₀H₃₅N₃O₉
• 分子量: 703.717
• InChiKey: ZVCXVFVWEXSNKJ-XGMQLMKVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.63
• 重原子数：
  52.0
• 可旋转键数：
  10.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  152.12
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  2',3',5'-tri-O-(4-toluoyl)-N⁶-benzoylcytidine-3',5'(R/S)-2H2 在 吡啶 、 chromium(VI) oxide 、 4-二甲氨基吡啶 、 硼氘化钠 、 偶氮二异丁腈 、 氨 、 三正丁基氢锡 、 乙酸酐 、 lithium bromide 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 31.0h， 生成 3',5'-O-TPDS-N⁴-acetyl-2'-deoxycytidine-2'(R/S),3',5'(R/S)-2H3
  参考文献：
  名称：

  Synthesis of partially-deuterated 2′-deoxyribonucleoside blocks and their incorporation into an oligo-DNA for simplification of overcrowding and selective enhancement of resolution and sensitivity in the 1H-NMR spectra

  摘要：

  The chemical synthesis of appropriately protected partially-deuterated 2'((R) under bar/(S) under bar), 3',5'((R) under bar/(S) under bar)-H-2(3)-2'-deoxyribonucleoside blocks [similar to 43 atom % H-2 at C5'((R) under bar), similar to 57 atom % H-2 at C5'((S) under bar); similar to 15 atom % H-2 at C2'((R) under bar, similar to 85 atom % H-2 at C2'((S) under bar) and >99 atom % H-2 at C3'] is reported. The availability of these deuterium labelled blocks on large scale has enabled the chemical assemblage of the deuterio isotopomeric 12 mer [d((C) double under bar(1)(G) double under bar(2)(C) double under bar(3)(G) double under bar(4)(A) double under bar(5)(A) double under bar(6)(T) double under bar(7)(T) double under bar(8)(C) double under bar(9)(G) double under bar(10)(C) double under bar(11)(G) double under bar(12))](2) DNA duplex by standard solid-phase synthesis protocol in order to demonstrate the usefulness of the new "NMR-window III" approach (see the following paper). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00905-3
• 作为产物：
  描述：

  1-O-methyl-2,3,5-tri-O-(4-toluoyl)-α/β-D-ribofuranose-3,5(R/S)-2H2 在 三甲基氯硅烷 、 三氟甲磺酸三甲基硅酯 、 硫酸 、 乙酸酐 、 六甲基二硅氮烷 作用下， 以 二氯甲烷 为溶剂， 反应 4.2h， 生成 2',3',5'-tri-O-(4-toluoyl)-N⁶-benzoylcytidine-3',5'(R/S)-2H2
  参考文献：
  名称：

  Synthesis of partially-deuterated 2′-deoxyribonucleoside blocks and their incorporation into an oligo-DNA for simplification of overcrowding and selective enhancement of resolution and sensitivity in the 1H-NMR spectra

  摘要：

  The chemical synthesis of appropriately protected partially-deuterated 2'((R) under bar/(S) under bar), 3',5'((R) under bar/(S) under bar)-H-2(3)-2'-deoxyribonucleoside blocks [similar to 43 atom % H-2 at C5'((R) under bar), similar to 57 atom % H-2 at C5'((S) under bar); similar to 15 atom % H-2 at C2'((R) under bar, similar to 85 atom % H-2 at C2'((S) under bar) and >99 atom % H-2 at C3'] is reported. The availability of these deuterium labelled blocks on large scale has enabled the chemical assemblage of the deuterio isotopomeric 12 mer [d((C) double under bar(1)(G) double under bar(2)(C) double under bar(3)(G) double under bar(4)(A) double under bar(5)(A) double under bar(6)(T) double under bar(7)(T) double under bar(8)(C) double under bar(9)(G) double under bar(10)(C) double under bar(11)(G) double under bar(12))](2) DNA duplex by standard solid-phase synthesis protocol in order to demonstrate the usefulness of the new "NMR-window III" approach (see the following paper). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00905-3