methyl (allyl-5-O-allyl-3-O-carbamoyl-β-D-glucofuranosid)uronate | 156325-53-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (allyl-5-O-allyl-3-O-carbamoyl-β-D-glucofuranosid)uronate
• CAS: 156325-53-0
• 化学式: C₁₄H₂₁NO₈
• 分子量: 331.323
• InChiKey: TUYVXCXZGMXNAX-CFDXXZMTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.52
• 重原子数：
  23.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  126.54
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  methyl (allyl-5-O-allyl-3-O-carbamoyl-β-D-glucofuranosid)uronate 在 sodium acetate 、 对甲苯磺酸 、 palladium dichloride 作用下， 以 水 、 溶剂黄146 、 1,2-二氯乙烷 为溶剂， 反应 52.0h， 生成 methyl 2-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3-O-carbamoyl-α-D-glucopyranuronate
  参考文献：
  名称：

  Structural analogues of the antibiotic moenomycin a with a D-glucose-derived unit F

  摘要：

  Disaccharide derivative 1a is the smallest transglycosylase inhibiting compound known up to now. Structurally closely related compounds 11b and 19c have been synthesized. They do not inhibit the transglycosylase demonstrating the high specificity of the interaction between inhibitor 1a and the binding-site at the enzyme.

  DOI：

  10.1016/s0040-4020(01)85066-3
• 作为产物：
  描述：

  1,2-O-isopropyliden-5-O-allyl-α-D-glucofuranosidurono-6,3-lactone 在 aluminum oxide 、 dowex 50Wx₈ 、 Amberlite IRA-93 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 6.83h， 生成 methyl (allyl-5-O-allyl-3-O-carbamoyl-β-D-glucofuranosid)uronate
  参考文献：
  名称：

  Structural analogues of the antibiotic moenomycin a with a D-glucose-derived unit F

  摘要：

  Disaccharide derivative 1a is the smallest transglycosylase inhibiting compound known up to now. Structurally closely related compounds 11b and 19c have been synthesized. They do not inhibit the transglycosylase demonstrating the high specificity of the interaction between inhibitor 1a and the binding-site at the enzyme.

  DOI：

  10.1016/s0040-4020(01)85066-3