N-((2S,3R,4R,5R,6R)-4-Hydroxy-6-hydroxymethyl-5-mercapto-2-methoxy-tetrahydro-pyran-3-yl)-benzamide | 204321-91-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-((2S,3R,4R,5R,6R)-4-Hydroxy-6-hydroxymethyl-5-mercapto-2-methoxy-tetrahydro-pyran-3-yl)-benzamide
• CAS: 204321-91-5
• 化学式: C₁₄H₁₉NO₅S
• 分子量: 313.375
• InChiKey: AXAKSIUEUWRDSB-SSKLVLDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.19
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  88.02
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N-((2S,3R,4R,5R,6R)-4-Hydroxy-6-hydroxymethyl-5-mercapto-2-methoxy-tetrahydro-pyran-3-yl)-benzamide 在 Amberlite IR-120(H⁺) 作用下， 以 水 为溶剂， 反应 6.0h， 生成 、
  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：

  methyl 2-benzamido-3,6-di-O-benzoyl-2-deoxy-4-thio-α-D-galactopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以94%的产率得到N-((2S,3R,4R,5R,6R)-4-Hydroxy-6-hydroxymethyl-5-mercapto-2-methoxy-tetrahydro-pyran-3-yl)-benzamide
  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