benzyl 2,3,4,6-tetradeoxy-2-trichloroacetamido-α-L-threo-hex-3-enopyranoside | 174151-44-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: benzyl 2,3,4,6-tetradeoxy-2-trichloroacetamido-α-L-threo-hex-3-enopyranoside
• CAS: 174151-44-1
• 化学式: C₁₅H₁₆Cl₃NO₃
• 分子量: 364.656
• InChiKey: PIGUSCBZCUKDGO-CYZMBNFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.36
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  47.56
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  benzyl 2,3,4,6-tetradeoxy-2-trichloroacetamido-α-L-threo-hex-3-enopyranoside 在 palladium on activated charcoal 、 苄基三乙基氯化铵 吡啶 、 sodium hydroxide 、 四氧化锇 、 氢气 作用下， 以 乙醇 、 氯仿 、 水 、 叔丁醇 为溶剂， 反应 74.0h， 生成 2-acetamido-2,4,6-trideoxy-4-p-toluenesulfonamido-L-altropyranose
  参考文献：
  名称：

  The synthesis of derivatives of 2,4-diamino-2,4,6-trideoxy-d-gulo- and l-altro-hexopyranoses

  摘要：

  Syntheses of two derivatives of two 2,4-diamino-2,4,6-trideoxyhexoses having the D-gulo (16) and L-altro (29) configuration have been described. Derivative 16 was obtained by two routes starting from benzyl 2-benzyloxycarbonylamino-2-deoxy-alpha-D-glucopyranoside. Derivative 29 was obtained from 3,4-di-O-acetyl-L-rhamnal in a 10-step reaction sequence.

  DOI：

  10.1016/0008-6215(95)00291-x
• 作为产物：
  描述：

  benzyl 2,3,6-trideoxy-4-O-trichloroacetimidoyl-α-L-threo-hex-2-enopyranoside 以 various solvent(s) 为溶剂， 反应 5.0h， 以68%的产率得到benzyl 2,3,4,6-tetradeoxy-2-trichloroacetamido-α-L-threo-hex-3-enopyranoside
  参考文献：
  名称：

  The synthesis of derivatives of 2,4-diamino-2,4,6-trideoxy-d-gulo- and l-altro-hexopyranoses

  摘要：

  Syntheses of two derivatives of two 2,4-diamino-2,4,6-trideoxyhexoses having the D-gulo (16) and L-altro (29) configuration have been described. Derivative 16 was obtained by two routes starting from benzyl 2-benzyloxycarbonylamino-2-deoxy-alpha-D-glucopyranoside. Derivative 29 was obtained from 3,4-di-O-acetyl-L-rhamnal in a 10-step reaction sequence.

  DOI：

  10.1016/0008-6215(95)00291-x