(3aR,5S,6R,6aR)-6-[((3aR,5S,6R,6aR)-6-Azido-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbonyl)-amino]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carboxylic acid methyl ester | 800379-18-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aR,5S,6R,6aR)-6-[((3aR,5S,6R,6aR)-6-Azido-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbonyl)-amino]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carboxylic acid methyl ester
• CAS: 800379-18-4
• 化学式: C₁₇H₂₄N₄O₉
• 分子量: 428.399
• InChiKey: XLQBAZGLTIIKLQ-XFYZHGIRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.08
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  159.54
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (3aR,5S,6R,6aR)-6-[((3aR,5S,6R,6aR)-6-Azido-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbonyl)-amino]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carboxylic acid methyl ester 生成 (3aR,5S,6R,6aR)-6-[((3aR,5S,6R,6aR)-6-Azido-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbonyl)-amino]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carboxylic acid
  参考文献：
  名称：

  Formation of a Stable 14-Helix in Short Oligomers of Furanoid cis-β-Sugar-Amino Acid

  摘要：

  Oligomers of a new class of sugar amino acids (SAA) using a xylofuranoic acid has been shown to generate a robust 14-helix. The design involved the use of xylofuranose with a cis arrangement between the amine and carboxyl groups to promote the adoption of a 14-helix instead of a mixed 12/10-helix observed in a sugar oligomer using a ribofuranoic acid and beta-Ala. The observation of a stable right-handed 14-helix in a cis-SAA is unprecedented.

  DOI：

  10.1021/ja0467667
• 作为产物：
  描述：

  methyl 3-azido-3-deoxy-1,2-O-(1-methylethylidne)-α-D-xylofuranoate 在 palladium on activated charcoal 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 (3aR,5S,6R,6aR)-6-[((3aR,5S,6R,6aR)-6-Azido-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbonyl)-amino]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carboxylic acid methyl ester
  参考文献：
  名称：

  Formation of a Stable 14-Helix in Short Oligomers of Furanoid cis-β-Sugar-Amino Acid

  摘要：

  Oligomers of a new class of sugar amino acids (SAA) using a xylofuranoic acid has been shown to generate a robust 14-helix. The design involved the use of xylofuranose with a cis arrangement between the amine and carboxyl groups to promote the adoption of a 14-helix instead of a mixed 12/10-helix observed in a sugar oligomer using a ribofuranoic acid and beta-Ala. The observation of a stable right-handed 14-helix in a cis-SAA is unprecedented.

  DOI：

  10.1021/ja0467667