β.-D-古洛吡喃糖,1,6-脱水-3-脱氧-3-硝基- | 116607-29-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 中文名称: β.-D-古洛吡喃糖,1,6-脱水-3-脱氧-3-硝基-
• 英文名称: 1,6-anhydro-3-deoxy-3-nitro-β-D-gulopyranose
• 英文别名: 1,6-Anhydro-3-desoxy-3-nitro-β-D-gulo-pyranose；1.6-Anhydro-3-deoxy-3-nitro-β-D-hexose；(1R,2R,3R,4R,5R)-3-nitro-6,8-dioxabicyclo[3.2.1]octane-2,4-diol
• CAS: 116607-29-5
• 化学式: C₆H₉NO₆
• 分子量: 191.141
• InChiKey: KAQJDOPSKBREPP-VFUOTHLCSA-N

物化性质

• 熔点：
  231-232 °C (decomp)(Solv: methanol (67-56-1))
• 沸点：
  481.9±45.0 °C(Predicted)
• 密度：
  1.67±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.89
• 重原子数：
  13.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  102.06
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  β.-D-古洛吡喃糖,1,6-脱水-3-脱氧-3-硝基- 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 生成 3-amino-1,6-anhydro-3-deoxy-β-D-gulopyranose hydrochloride
  参考文献：
  名称：

  Synthesis studies of structural analogues of tagetitoxin: 2-phosphate

  摘要：

  Synthetic approaches to structural analogues of tagetitoxin (1) are described. The successful route to analogue 3 (X=O) has, as a key step, protection of the cis-vicinal amino alcohol moiety of compound 7 as an N-benzylated cyclic carbamate (9). X-Ray crystallographic analyses of the hydrochloride of compound 7 and of the hydroxyacid 56 are reported. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00327-0
• 作为产物：
  描述：

  硝基甲烷 、 4a-乙基-2,4a,5,6,7,7a-六氢-4-(3-羟基苯基)-1-甲基-1H-1-吡喃并英并啶 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以15%的产率得到β.-D-古洛吡喃糖,1,6-脱水-3-脱氧-3-硝基-
  参考文献：
  名称：

  Synthesis studies of structural analogues of tagetitoxin: 2-phosphate

  摘要：

  Synthetic approaches to structural analogues of tagetitoxin (1) are described. The successful route to analogue 3 (X=O) has, as a key step, protection of the cis-vicinal amino alcohol moiety of compound 7 as an N-benzylated cyclic carbamate (9). X-Ray crystallographic analyses of the hydrochloride of compound 7 and of the hydroxyacid 56 are reported. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00327-0

文献信息

• Synthesis studies of structural analogues of tagetitoxin: 2-phosphate
  作者：Barry R. Dent、Richard H. Furneaux、Graeme J. Gainsford、Gregory P. Lynch

  DOI：10.1016/s0040-4020(99)00327-0

  日期：1999.5

  Synthetic approaches to structural analogues of tagetitoxin (1) are described. The successful route to analogue 3 (X=O) has, as a key step, protection of the cis-vicinal amino alcohol moiety of compound 7 as an N-benzylated cyclic carbamate (9). X-Ray crystallographic analyses of the hydrochloride of compound 7 and of the hydroxyacid 56 are reported. (C) 1999 Elsevier Science Ltd. All rights reserved.