isopropyl 4-amino-2,5-anhydro-3-O-tert-butyldiphenylsilyl-4-N-(2,5-anhydro-4-azido-3-O-tert-butyldiphenylsilyl-4-deoxy-L-ribonyl)-4-deoxy-L-ribonate | 857499-51-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: isopropyl 4-amino-2,5-anhydro-3-O-tert-butyldiphenylsilyl-4-N-(2,5-anhydro-4-azido-3-O-tert-butyldiphenylsilyl-4-deoxy-L-ribonyl)-4-deoxy-L-ribonate
• CAS: 857499-51-5
• 化学式: C₄₅H₅₆N₄O₇Si₂
• 分子量: 821.133
• InChiKey: QFPFTQHOLFMQPY-CPIGRZJLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.79
• 重原子数：
  58.0
• 可旋转键数：
  13.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  141.08
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  isopropyl 4-amino-2,5-anhydro-3-O-tert-butyldiphenylsilyl-4-N-(2,5-anhydro-4-azido-3-O-tert-butyldiphenylsilyl-4-deoxy-L-ribonyl)-4-deoxy-L-ribonate 在 palladium on activated charcoal 氢气 作用下， 以 异丙醇 为溶剂， 反应 15.0h， 生成 (2S,3S,4R)-4-{[(2S,3S,4R)-4-Amino-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-carbonyl]-amino}-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-carboxylic acid isopropyl ester
  参考文献：
  名称：

  A novel series of oligomers from 4-aminomethyl-tetrahydrofuran-2-carboxylates with 2,4-cis and 2,4-trans stereochemistry

  摘要：

  Two tetrahydrofuran-based y-amino acids [2,4-cis and 2,4-trans] were subjected to iterative peptide-coupling procedures to afford dimeric, tetrameric and hexameric carbopeptoids in good yield. These homooligomers were prepared for secondary structural study-to ascertain the conformational preference inherent in the monomer units. The L-xylo oligomers were protected with triethylsilyl ethers to increase the range of solvents suitable for structural investigation. Initial secondary structure data indicate the presence of hydrogen-bonded conformations in the L-ribo series. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.05.067
• 作为产物：
  描述：

  isopropyl 2,5-anhydro-4-azido-3-O-tert-butyldiphenylsilyl-4-deoxy-L-ribonate 在 氢氧化钾 、 水 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 39.0h， 生成 isopropyl 4-amino-2,5-anhydro-3-O-tert-butyldiphenylsilyl-4-N-(2,5-anhydro-4-azido-3-O-tert-butyldiphenylsilyl-4-deoxy-L-ribonyl)-4-deoxy-L-ribonate
  参考文献：
  名称：

  A novel series of oligomers from 4-aminomethyl-tetrahydrofuran-2-carboxylates with 2,4-cis and 2,4-trans stereochemistry

  摘要：

  Two tetrahydrofuran-based y-amino acids [2,4-cis and 2,4-trans] were subjected to iterative peptide-coupling procedures to afford dimeric, tetrameric and hexameric carbopeptoids in good yield. These homooligomers were prepared for secondary structural study-to ascertain the conformational preference inherent in the monomer units. The L-xylo oligomers were protected with triethylsilyl ethers to increase the range of solvents suitable for structural investigation. Initial secondary structure data indicate the presence of hydrogen-bonded conformations in the L-ribo series. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.05.067