(3aS,4S,6S,6aS)-6-{[((3aS,4S,6S,6aS)-6-Azidomethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carbonyl)-amino]-methyl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid | 222317-80-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aS,4S,6S,6aS)-6-{[((3aS,4S,6S,6aS)-6-Azidomethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carbonyl)-amino]-methyl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid
• CAS: 222317-80-8
• 化学式: C₁₈H₂₆N₄O₉
• 分子量: 442.426
• InChiKey: CASJCPOHTRHIMH-BOIXXAHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.07
• 重原子数：
  31.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  170.54
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (3aS,4S,6S,6aS)-6-{[((3aS,4S,6S,6aS)-6-Azidomethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carbonyl)-amino]-methyl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid 、 (3aS,4S,6S,6aS)-6-{[((3aS,4S,6S,6aS)-6-Aminomethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carbonyl)-amino]-methyl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid isopropyl ester 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 propan-2-yl (3aS,4S,6S,6aS)-6-[[[(3aS,4S,6S,6aS)-6-[[[(3aS,4S,6S,6aS)-6-[[[(3aS,4S,6S,6aS)-6-(azidomethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carbonyl]amino]methyl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carbonyl]amino]methyl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carbonyl]amino]methyl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylate
  参考文献：
  名称：

  From sequencamers to foldamers? Tetrameric furanose carbopeptoids from cis- and trans-5-aminomethyl-tetrahydrofuran-2-carboxylates

  摘要：

  The synthesis of three stereoisomeric cis- and trans-5-azidomelhyl-tetrahydrofuran-2-carboxylates in which a ketal-protected cis-diol unit is present is described. The monomers undergo efficient oligomerisation to tetrameric carbopeptoids in which the diol protection facilitates ready purification by chromatography which augurs well for the formation of homogeneous higher polymers. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00110-0
• 作为产物：
  描述：

  (2S,3S,4R)-5-Azidomethyl-3,4-dihydroxy-tetrahydro-furan-2-carboxylic acid methyl ester 在 钯 盐酸 、 sodium hydroxide 、 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 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 生成 (3aS,4S,6S,6aS)-6-{[((3aS,4S,6S,6aS)-6-Azidomethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carbonyl)-amino]-methyl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid
  参考文献：
  名称：

  From sequencamers to foldamers? Tetrameric furanose carbopeptoids from cis- and trans-5-aminomethyl-tetrahydrofuran-2-carboxylates

  摘要：

  The synthesis of three stereoisomeric cis- and trans-5-azidomelhyl-tetrahydrofuran-2-carboxylates in which a ketal-protected cis-diol unit is present is described. The monomers undergo efficient oligomerisation to tetrameric carbopeptoids in which the diol protection facilitates ready purification by chromatography which augurs well for the formation of homogeneous higher polymers. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00110-0