Acetic acid (2R,3S,3aR,9aR)-5,5,7,7-tetraisopropyl-2-[6-(3-methyl-butyrylamino)-purin-9-yl]-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl ester | 169886-63-9

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: Acetic acid (2R,3S,3aR,9aR)-5,5,7,7-tetraisopropyl-2-[6-(3-methyl-butyrylamino)-purin-9-yl]-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl ester
• 英文别名: [(6aR,8R,9S,9aR)-8-[6-(3-methylbutanoylamino)purin-9-yl]-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-9-yl] acetate
• CAS: 169886-63-9
• 化学式: C₂₉H₄₉N₅O₇Si₂
• 分子量: 635.908
• InChiKey: DAVUXISBNSXXNI-MCSUELHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  43
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  136
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3S,3aR,9aR)-5,5,7,7-tetraisopropyl-2-[6-(3-methyl-butyrylamino)-purin-9-yl]-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl ester 在 triethylamine tris(hydrogen fluoride) 作用下， 以 乙腈 为溶剂， 生成 9-(2-O-acetyl-β-D-arabinofuranosyl)-N⁶-isovaleryladenine
  参考文献：
  名称：

  Synthesis of Oligoarabinonucleotides Using H-Phosphonates

  摘要：

  Protected arabinonucleoside H-phosphonates have been prepared starting from ribonucleosides and used in solid phase synthesis of oligoarabinonucleotides.

  DOI：

  10.1080/15257779508012487
• 作为产物：
  描述：

  3-Methyl-N-[9-((2R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-oxo-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purin-6-yl]-butyramide 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 作用下， 以 吡啶 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 Acetic acid (2R,3S,3aR,9aR)-5,5,7,7-tetraisopropyl-2-[6-(3-methyl-butyrylamino)-purin-9-yl]-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl ester
  参考文献：
  名称：

  Building Blocks for Synthesis of Oligoarabinonucleotides: Preparation of Arabinonucleoside H-Phosphonates from Protected Ribonucleosides

  摘要：

  A straightforward and inexpensive synthesis of arabinonucleoside H-phosphonates has been developed. Arabinonucleosides were synthesised from protected ribonucleosides via 2'-keto derivatives. Reaction conditions have been optimised for compounds bearing labile N-protections. Further protecting group manipulation and phosphonylation gave the required H-phosphonate monomers.

  DOI：

  10.1080/15257779508010720