1L-O⁵-(O⁵-acetyl-O²,O³-cyclohexane-1,1-diyl-β-D-ribofuranosyl)-N¹-benzyloxycarbonyl-O⁶-[2,6-bis-benzyloxycarbonylamino-O³-(2-nitro-benzenesulfonyl)-α-D-2,6-dideoxy-glucopyranosyl]-N³,O⁴-carbonyl-2-deoxy-streptamine | 57052-24-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1L-O⁵-(O⁵-acetyl-O²,O³-cyclohexane-1,1-diyl-β-D-ribofuranosyl)-N¹-benzyloxycarbonyl-O⁶-[2,6-bis-benzyloxycarbonylamino-O³-(2-nitro-benzenesulfonyl)-α-D-2,6-dideoxy-glucopyranosyl]-N³,O⁴-carbonyl-2-deoxy-streptamine
• 英文别名: [(3aR,4S,6R,6aR)-4-[[(3aR,5S,6R,7S,7aS)-6-[(2R,3R,4R,5R,6R)-5-hydroxy-4-(2-nitrophenyl)sulfonyloxy-3-(phenylmethoxycarbonylamino)-6-(phenylmethoxycarbonylaminomethyl)oxan-2-yl]oxy-2-oxo-5-(phenylmethoxycarbonylamino)-3a,4,5,6,7,7a-hexahydro-3H-1,3-benzoxazol-7-yl]oxy]spiro[3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-2,1'-cyclohexane]-6-yl]methyl acetate
• CAS: 57052-24-1
• 化学式: C₅₆H₆₃N₅O₂₂S
• 分子量: 1190.2
• InChiKey: IFTNHKHMIOCAFE-YLYJNKDQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  84
• 可旋转键数：
  23
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  353
• 氢给体数：
  5
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  1L-O⁵-(O⁵-acetyl-O²,O³-cyclohexane-1,1-diyl-β-D-ribofuranosyl)-N¹-benzyloxycarbonyl-O⁶-[2,6-bis-benzyloxycarbonylamino-O³-(2-nitro-benzenesulfonyl)-α-D-2,6-dideoxy-glucopyranosyl]-N³,O⁴-carbonyl-2-deoxy-streptamine 生成 [(3aR,4S,6R,6aR)-4-[[(3aR,5S,6R,7S,7aS)-6-[(2R,3S,4R,5R,6R)-4-chloro-5-hydroxy-3-(phenylmethoxycarbonylamino)-6-(phenylmethoxycarbonylaminomethyl)oxan-2-yl]oxy-2-oxo-5-(phenylmethoxycarbonylamino)-3a,4,5,6,7,7a-hexahydro-3H-1,3-benzoxazol-7-yl]oxy]spiro[3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-2,1'-cyclohexane]-6-yl]methyl acetate
  参考文献：
  名称：

  UMEHDZAVA, XAMAO;UMEHDZAVA, SUMIO;TSUTIYA, OSAMU

  摘要：

  DOI：
• 作为产物：
  描述：

  1L-O⁵-(O⁵-acetyl-O²,O³-cyclohexane-1,1-diyl-β-D-ribofuranosyl)-N¹-benzyloxycarbonyl-O⁶-(2,6-bis-benzyloxycarbonylamino-α-D-2,6-dideoxy-glucopyranosyl)-N³,O⁴-carbonyl-2-deoxy-streptamine 生成 1L-O⁵-(O⁵-acetyl-O²,O³-cyclohexane-1,1-diyl-β-D-ribofuranosyl)-N¹-benzyloxycarbonyl-O⁶-[2,6-bis-benzyloxycarbonylamino-O³-(2-nitro-benzenesulfonyl)-α-D-2,6-dideoxy-glucopyranosyl]-N³,O⁴-carbonyl-2-deoxy-streptamine
  参考文献：
  名称：

  UMEHDZAVA, XAMAO;UMEHDZAVA, SUMIO;TSUTIYA, OSAMU

  摘要：

  DOI：

文献信息

• Synthesis of 1-<i>N</i>-[(<i>S</i>)-4-amino-2-hydroxybutyryl]-3′-deoxyribostamycin (3′-Deoxybutirosin B)
  作者：Daishiro Ikeda、Fumiko Nagaki、Tsutomu Tsuchiya、Sumio Umezawa、Hamao Umezawa

  DOI：10.1246/bcsj.49.3666

  日期：1976.12

  3′-Deoxybutirosin B (13) was prepared from ribostamycin by way of the following reaction sequences: 1) selective 3′-O-arylsulfonylation, 3′-iodination, and 3′-deoxygenation; 2) 1,6-cyclic carbamate formation,selective hydrolysis of the carbamate and acylation of the free 1-NH2 group with an active ester of (S)-4-amino-2-hydroxybutyric acid. The structure of 13 was confirmed by comparison of its Δ[M]TACu value with those of butirosin B and 4′-deoxybutirosin B.