(2R,3S,5S)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-5-methoxyoxolan-3-ol | 123122-47-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3S,5S)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-5-methoxyoxolan-3-ol
• CAS: 123122-47-4
• 化学式: C₁₂H₂₆O₄Si
• 分子量: 262.422
• InChiKey: OLEJTHXINQTDOK-AXFHLTTASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.13
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2R,3S,5S)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-5-methoxyoxolan-3-ol 生成 2-[(2R,3S,5S)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-5-methoxyoxolan-3-yl]oxy-N,N-diethylacetamide
  参考文献：
  名称：

  ICHIKAWA, YUH-ICHIRO;KUBOTA, HIDEKI;FUJITA, KENICHI;OKAUCHI, TATSUO;NARAS+, BULL. CHEM. SOC. JAP., 62,(1989) N, C. 845-852

  摘要：

  DOI：
• 作为产物：
  描述：

  甲基-2-脱氧-D-核糖 生成 (2R,3S,5S)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-5-methoxyoxolan-3-ol
  参考文献：
  名称：

  ICHIKAWA, YUH-ICHIRO;KUBOTA, HIDEKI;FUJITA, KENICHI;OKAUCHI, TATSUO;NARAS+, BULL. CHEM. SOC. JAP., 62,(1989) N, C. 845-852

  摘要：

  DOI：

文献信息

• Synthesis and hybridization properties of β- and α-oligodeoxynucleotides containing β- and α-1-(3-C-allyl-2-deoxy-D-erythro-pentofuranosyl)thymine and α-1-[3-C-(3-aminopropyl)-2-deoxy-D-erythro-pentofuranosyl]thymine
  作者：Pia N. Jørgensen、Ulrik S. Sørensen、Henrik M. Pfundheller、Carl E. Olsen、Jesper Wengel

  DOI：10.1039/a703173d

  日期：——

  Convergent synthesis of β- and α-1-(3-C-allyl-2-deoxy-D-erythro-pentofuranosyl)thymine and their incorporation into β- and α-oligodeoxynucleotides (ODNs) is described. The thermal stabilities of duplexes formed between modified ODNs and complementary single-stranded DNA and RNA have been evaluated. In all cases stable duplexes are formed, but whereas β-ODNs containing β-3′-C-allylthymidine show moderately lowered thermal stability towards both DNA and RNA, α-ODNs containing α-3′-C-allylthymidine show significantly increased thermal stabilities compared with the corresponding β-ODN reference duplexes. Even more stable duplexes towards both DNA and RNA have been obtained using an α-ODN containing one α-1-[3-C-(3-aminopropyl)-2-deoxy-D-erythro-pentofuranosyl]thymine monomer.

  本研究描述了δ-和δ-1-(3-C-烯丙基-2-脱氧-D-赤式戊呋喃糖基)胸腺嘧啶的聚合合成及其与δ-和δ-寡脱氧核苷酸（ODNs）的结合。对修饰的 ODN 与互补的单链 DNA 和 RNA 之间形成的双链体的热稳定性进行了评估。在所有情况下都能形成稳定的双链，但与相应的δ-ODN 参考双链相比，含有δ-3â²-C-烯丙基胸苷的δ-ODN 对 DNA 和 RNA 的热稳定性略有降低，而含有δ-3â²-C-烯丙基胸苷的δ-ODN 的热稳定性则显著提高。使用含有一个δ-1-[3-C-（3-氨基丙基）-2-脱氧-D-赤式戊呋喃糖基]胸腺嘧啶单体的δ-ODN，还能获得对 DNA 和 RNA 都更稳定的双链体。
• ICHIKAWA, YUH-ICHIRO;KUBOTA, HIDEKI;FUJITA, KENICHI;OKAUCHI, TATSUO;NARAS+, BULL. CHEM. SOC. JAP., 62,(1989) N, C. 845-852
  作者：ICHIKAWA, YUH-ICHIRO、KUBOTA, HIDEKI、FUJITA, KENICHI、OKAUCHI, TATSUO、NARAS+

  DOI：——

  日期：——
• Novel Lewis Acid-Catalyzed Rearrangement of a Sugar-Base Hybrid to Afford an Anhydronucleoside
  作者：Michael E. Jung、Claire Castro、Saeed I. Khan

  DOI：10.1080/07328319808004325

  日期：1998.12

  Treatment of the sugar-base hybrid 9 with boron trichloride at low temperature for 40 h affords the 6,3'-anhydro-2'-deoxyuridine 10 in 40% yield (80% based on recovered 9) via a novel structural rearrangement.