benzyl 3,4-anhydro-2-benzyloxycarbonylamino-2,6-dideoxy-α-D-alloppyranoside | 174151-36-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl 3,4-anhydro-2-benzyloxycarbonylamino-2,6-dideoxy-α-D-alloppyranoside
• CAS: 174151-36-1
• 化学式: C₂₁H₂₃NO₅
• 分子量: 369.417
• InChiKey: OQSPEYIGADTVFZ-SBUWESJJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.01
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  69.32
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  benzyl 3,4-anhydro-2-benzyloxycarbonylamino-2,6-dideoxy-α-D-alloppyranoside 在 sodium tetrahydroborate 、 sodium azide 、 sodium acetate 、 氯化铵 、 nickel dichloride 作用下， 以 乙醇 、 水 为溶剂， 反应 22.92h， 生成 Acetic acid (2R,3S,4R,5R,6S)-4-acetylamino-6-benzyloxy-5-benzyloxycarbonylamino-2-methyl-tetrahydro-pyran-3-yl ester
  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-benzyloxycarbonylamino-2,3,4,6-tetradeoxy-α-D-erythro-hex-3-enopyranoside 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以100%的产率得到benzyl 3,4-anhydro-2-benzyloxycarbonylamino-2,6-dideoxy-α-D-alloppyranoside
  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