4-{[4-({4-[(4-amino-3-hydroxy-tetrahydro-furan-2-carbonyl)-amino]-3-hydroxy-tetrahydro-furan-2-carbonyl}-amino)-3-hydroxy-tetrahydro-furan-2-carbonyl]-amino}-3-hydroxy-tetrahydro-furan-2-carboxylic acid isopropyl ester | 909723-74-6

• 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: 4-{[4-({4-[(4-amino-3-hydroxy-tetrahydro-furan-2-carbonyl)-amino]-3-hydroxy-tetrahydro-furan-2-carbonyl}-amino)-3-hydroxy-tetrahydro-furan-2-carbonyl]-amino}-3-hydroxy-tetrahydro-furan-2-carboxylic acid isopropyl ester
• CAS: 909723-74-6
• 化学式: C₂₃H₃₆N₄O₁₃
• 分子量: 576.558
• InChiKey: YNGJFPICQHUNPB-XOFXUUACSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.24
• 重原子数：
  40.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  257.46
• 氢给体数：
  8.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  (2S,3R,4S)-4-[((2S,3R,4S)-4-Azido-3-hydroxy-tetrahydro-furan-2-carbonyl)-amino]-3-hydroxy-tetrahydro-furan-2-carboxylic acid 、 4-{[4-({4-[(4-amino-3-hydroxy-tetrahydro-furan-2-carbonyl)-amino]-3-hydroxy-tetrahydro-furan-2-carbonyl}-amino)-3-hydroxy-tetrahydro-furan-2-carbonyl]-amino}-3-hydroxy-tetrahydro-furan-2-carboxylic acid isopropyl ester 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 以15 mg的产率得到propan-2-yl (2S,3R,4S)-4-[[(2S,3R,4S)-4-[[(2S,3R,4S)-4-[[(2S,3R,4S)-4-[[(2S,3R,4S)-4-[[(2S,3R,4S)-4-azido-3-hydroxyoxolane-2-carbonyl]amino]-3-hydroxyoxolane-2-carbonyl]amino]-3-hydroxyoxolane-2-carbonyl]amino]-3-hydroxyoxolane-2-carbonyl]amino]-3-hydroxyoxolane-2-carbonyl]amino]-3-hydroxyoxolane-2-carboxylate
  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：

  (2S,3R,4S)-4-[((2S,3R,4S)-4-Amino-3-hydroxy-tetrahydro-furan-2-carbonyl)-amino]-3-hydroxy-tetrahydro-furan-2-carboxylic acid isopropyl ester 在 palladium on activated charcoal 氢气 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成 4-{[4-({4-[(4-amino-3-hydroxy-tetrahydro-furan-2-carbonyl)-amino]-3-hydroxy-tetrahydro-furan-2-carbonyl}-amino)-3-hydroxy-tetrahydro-furan-2-carbonyl]-amino}-3-hydroxy-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