N-[(1S,2S)-1-tert-butoxycarbonyl-3-oxo-2-triethylsiloxypropyl]-N-methyl-6-benzyloxycarbonylamino-6-deoxy-2,3-O-isopropylidene-5O-triethylsilyl-1-(uracil-1-yl)-β-D-glycelo-L-talo-heptofuranuronamide | 1037307-61-1

• 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: N-[(1S,2S)-1-tert-butoxycarbonyl-3-oxo-2-triethylsiloxypropyl]-N-methyl-6-benzyloxycarbonylamino-6-deoxy-2,3-O-isopropylidene-5O-triethylsilyl-1-(uracil-1-yl)-β-D-glycelo-L-talo-heptofuranuronamide
• CAS: 1037307-61-1
• 化学式: C₄₃H₆₈N₄O₁₃Si₂
• 分子量: 905.203
• InChiKey: BKEHZCSLVLNFFU-KMHBLDLXSA-N

反应信息

• 作为反应物：
  描述：

  N-[(1S,2S)-1-tert-butoxycarbonyl-3-oxo-2-triethylsiloxypropyl]-N-methyl-6-benzyloxycarbonylamino-6-deoxy-2,3-O-isopropylidene-5O-triethylsilyl-1-(uracil-1-yl)-β-D-glycelo-L-talo-heptofuranuronamide 在 钯 氢气 作用下， 以 异丙醇 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Structure–activity relationship of truncated analogs of caprazamycins as potential anti-tuberculosis agents

  摘要：

  Systematic structure-activity relationship studies of caprazamycin (CPZ) analogs, including the aminoribose-truncated 5 and the uridine-truncated 6, have been carried out. Both 5 and 6 were synthesized efficiently via diazepanone ring construction by intramolecular reductive alkylation of aminoaldehyde derivatives. The antibacterial activity of a range of analogs, including 5 and 6, against Mycobacteriumosis was evaluated, and it was found that the uridine, the aminoribose, and the fatty acyl side chains are crucial for antibacterial activity. This study would be a guide for designing novel anti-tuberculosis agents based on the 6'-N-alkyl-5'-beta-O-aminoribosyl-glycyluridine class of antibiotics including the CPZs. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.03.020
• 作为产物：
  描述：

  在 四氧化锇 、 N-甲基吗啉氧化物 、 sodium periodate 作用下， 以 1,4-二氧六环 、 水 、 叔丁醇 为溶剂， 反应 53.0h， 以9.5 mg的产率得到N-[(1S,2S)-1-tert-butoxycarbonyl-3-oxo-2-triethylsiloxypropyl]-N-methyl-6-benzyloxycarbonylamino-6-deoxy-2,3-O-isopropylidene-5O-triethylsilyl-1-(uracil-1-yl)-β-D-glycelo-L-talo-heptofuranuronamide
  参考文献：
  名称：

  Structure–activity relationship of truncated analogs of caprazamycins as potential anti-tuberculosis agents

  摘要：

  Systematic structure-activity relationship studies of caprazamycin (CPZ) analogs, including the aminoribose-truncated 5 and the uridine-truncated 6, have been carried out. Both 5 and 6 were synthesized efficiently via diazepanone ring construction by intramolecular reductive alkylation of aminoaldehyde derivatives. The antibacterial activity of a range of analogs, including 5 and 6, against Mycobacteriumosis was evaluated, and it was found that the uridine, the aminoribose, and the fatty acyl side chains are crucial for antibacterial activity. This study would be a guide for designing novel anti-tuberculosis agents based on the 6'-N-alkyl-5'-beta-O-aminoribosyl-glycyluridine class of antibiotics including the CPZs. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.03.020