N-[9-((2R,3S,3aS,9aR)-3-Hydroxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purin-6-yl]-3-methyl-butyramide | 169886-59-3

• 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: N-[9-((2R,3S,3aS,9aR)-3-Hydroxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purin-6-yl]-3-methyl-butyramide
• CAS: 169886-59-3
• 化学式: C₂₇H₄₇N₅O₆Si₂
• 分子量: 593.871
• InChiKey: ZIQBLMBCSKNKHE-WJKQRCEYSA-N

反应信息

• 作为反应物：
  描述：

  N-[9-((2R,3S,3aS,9aR)-3-Hydroxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purin-6-yl]-3-methyl-butyramide 在 4-二甲氨基吡啶 、 triethylamine tris(hydrogen fluoride) 作用下， 以 吡啶 、 二氯甲烷 、 乙腈 为溶剂， 反应 5.0h， 生成 9-(2-O-acetyl-5-O-monomethoxytrityl-β-D-arabinofuranosyl)-N⁶-isovaleryladenine
  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
• 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 sodium tetrahydroborate 作用下， 生成 N-[9-((2R,3S,3aS,9aR)-3-Hydroxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purin-6-yl]-3-methyl-butyramide
  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

文献信息

• Synthesis of Oligoarabinonucleotides Using H-Phosphonates
  作者：Eriks Rozners、Roger Strömberg、Erika Bizdena

  DOI：10.1080/15257779508012487

  日期：1995.5.1

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