methyl 2-benzamido-3,6-di-O-benzoyl-4-O-(4-bromobenzenesulfonyl)-2-deoxy-α-D-glucopyranoside | 204321-86-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2-benzamido-3,6-di-O-benzoyl-4-O-(4-bromobenzenesulfonyl)-2-deoxy-α-D-glucopyranoside
• CAS: 204321-86-8
• 化学式: C₃₄H₃₀BrNO₁₀S
• 分子量: 724.583
• InChiKey: QKYRNGVMHGKFCV-GWKPCNLLSA-N

物化性质

• 沸点：
  839.011±65.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.528±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.78
• 重原子数：
  47.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  143.53
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  methyl 2-benzamido-3,6-di-O-benzoyl-4-O-(4-bromobenzenesulfonyl)-2-deoxy-α-D-glucopyranoside 在 溶剂黄146 、 锌 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 38.0h， 生成 methyl 4-S-acetyl-2-benzamido-3,6-di-O-benzoyl-2-deoxy-4-thio-α-D-galactopyranoside
  参考文献：
  名称：

  4-Thiopyranoside and 4-thiofuranoside derivatives of d-galactosamine

  摘要：

  Methyl 2-benzamido-2-deoxy-4-thio-alpha-D-galactopyranoside (7) was prepared in different ways starting from methyl 2-benzamido-3,6-di-O-benzoyl-2-deoxy-alpha-D-glucopyranoside (1). A 4,6-epidithiogalactopyranoside was obtained from the 4-O-mesyl derivative of 1. The transformations of 7 into 2-benzamido-2-deoxy-4-thio-D-galactofuran and into the corresponding methyl alpha- and beta-4-thio-D-galactofuranosides are reported. The T-2(3) conformation is proposed for the alpha anomers of the prepared furanoid compounds. (C) 1998 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(97)00218-8
• 作为产物：
  描述：

  4-溴苯磺酰氯 、 methyl 2-benzamido-3,6-di-O-benzoyl-2-deoxy-α-D-glucopyranoside 在 吡啶 作用下， 反应 24.0h， 以79%的产率得到methyl 2-benzamido-3,6-di-O-benzoyl-4-O-(4-bromobenzenesulfonyl)-2-deoxy-α-D-glucopyranoside
  参考文献：
  名称：

  4-Thiopyranoside and 4-thiofuranoside derivatives of d-galactosamine

  摘要：

  Methyl 2-benzamido-2-deoxy-4-thio-alpha-D-galactopyranoside (7) was prepared in different ways starting from methyl 2-benzamido-3,6-di-O-benzoyl-2-deoxy-alpha-D-glucopyranoside (1). A 4,6-epidithiogalactopyranoside was obtained from the 4-O-mesyl derivative of 1. The transformations of 7 into 2-benzamido-2-deoxy-4-thio-D-galactofuran and into the corresponding methyl alpha- and beta-4-thio-D-galactofuranosides are reported. The T-2(3) conformation is proposed for the alpha anomers of the prepared furanoid compounds. (C) 1998 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(97)00218-8