1L-O⁵-(O⁵-acetyl-O²,O³-cyclohexane-1,1-diyl-β-D-ribofuranosyl)-N¹-benzyloxycarbonyl-O⁶-(2,6-bis-benzyloxycarbonylamino-O³,O⁴-cyclohexane-1,1-diyl-α-D-2,6-dideoxy-glucopyranosyl)-N³,O⁴-carbonyl-2-deoxy-streptamine | 62255-43-0

• 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,O⁴-cyclohexane-1,1-diyl-α-D-2,6-dideoxy-glucopyranosyl)-N³,O⁴-carbonyl-2-deoxy-streptamine
• CAS: 62255-43-0
• 化学式: C₅₆H₆₈N₄O₁₈
• 分子量: 1085.17
• InChiKey: ZZEWWYPHLYPCLI-LPWUGVKPSA-N

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,O⁴-cyclohexane-1,1-diyl-α-D-2,6-dideoxy-glucopyranosyl)-N³,O⁴-carbonyl-2-deoxy-streptamine 在 吡啶 、 溶剂黄146 、 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 1L-O⁵-(O⁵-acetyl-O²,O³-cyclohexane-1,1-diyl-β-D-ribofuranosyl)-N¹-benzyloxycarbonyl-O⁶-(2,6-bis-benzyloxycarbonylamino-3-iodo-α-D-2,3,6-trideoxy-glucopyranosyl)-N³,O⁴-carbonyl-2-deoxy-streptamine
  参考文献：
  名称：

  Synthesis of 1-N-[(S)-4-amino-2-hydroxybutyryl]-3′-deoxyribostamycin (3′-Deoxybutirosin B)

  摘要：

  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.

  DOI：

  10.1246/bcsj.49.3666
• 作为产物：
  描述：

  1L-N¹-benzyloxycarbonyl-O⁶-(2,6-bis-benzyloxycarbonylamino-O³,O⁴-cyclohexane-1,1-diyl-α-D-2,6-dideoxy-glucopyranosyl)-N³,O⁴-carbonyl-O⁵-(O²,O³-cyclohexane-1,1-diyl-β-D-ribofuranosyl)-2-deoxy-streptamine 、 乙酸酐 在 吡啶 作用下， 生成 1L-O⁵-(O⁵-acetyl-O²,O³-cyclohexane-1,1-diyl-β-D-ribofuranosyl)-N¹-benzyloxycarbonyl-O⁶-(2,6-bis-benzyloxycarbonylamino-O³,O⁴-cyclohexane-1,1-diyl-α-D-2,6-dideoxy-glucopyranosyl)-N³,O⁴-carbonyl-2-deoxy-streptamine
  参考文献：
  名称：

  Synthesis of 1-N-[(S)-4-amino-2-hydroxybutyryl]-3′-deoxyribostamycin (3′-Deoxybutirosin B)

  摘要：

  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.

  DOI：

  10.1246/bcsj.49.3666