1,2-O-cyclohexylidene-5-deoxy-5-((5α,6α)-7,8-didehydro-4,5-epoxy-morphinan-3,6-diolamino)-α-D-xylofuranose

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 吗啡烷
• 英文名称: 1,2-O-cyclohexylidene-5-deoxy-5-((5α,6α)-7,8-didehydro-4,5-epoxy-morphinan-3,6-diolamino)-α-D-xylofuranose
• 英文别名: (4R,4aR,7S,7aR,12bS)-3-[[(3aR,5R,6S,6aR)-6-hydroxyspiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-yl]methyl]-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol
• 化学式: C₂₇H₃₃NO₇
• 分子量: 483.562
• InChiKey: TYDBFLRMUBVQTB-ODPUGODLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  35
• 可旋转键数：
  2
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  101
• 氢给体数：
  3
• 氢受体数：
  8

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  去甲吗啡	normorphine	466-97-7	C16H17NO3	271.316

反应信息

• 作为产物：
  描述：

  3,5-anhydro-1,2-O-cyclohexylidene-α-D-xylofuranose 、 去甲吗啡 在 乙二醇 作用下， 以 水 为溶剂， 反应 10.0h， 以66.9%的产率得到1,2-O-cyclohexylidene-5-deoxy-5-((5α,6α)-7,8-didehydro-4,5-epoxy-morphinan-3,6-diolamino)-α-D-xylofuranose
  参考文献：
  名称：

  Efficient nitrogen alkylation with carbohydrates

  摘要：

  Efficient nitrogen alkylation of various primary and secondary amines, including cyclic, heterocyclic and alkaloid type amines, with a sugar oxetane 3,5-anhydro-1,2-O-cyclohexylidene-alpha-D-xylofuranose is described. As a result, 5-amino-5-deoxy derivatives of xylofuranose were obtained in good yields. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(03)00114-9

文献信息

• Efficient nitrogen alkylation with carbohydrates
  作者：Pavle Hadžić、Nada Vukojević

  DOI：10.1016/s0008-6215(03)00114-9

  日期：2003.5

  Efficient nitrogen alkylation of various primary and secondary amines, including cyclic, heterocyclic and alkaloid type amines, with a sugar oxetane 3,5-anhydro-1,2-O-cyclohexylidene-alpha-D-xylofuranose is described. As a result, 5-amino-5-deoxy derivatives of xylofuranose were obtained in good yields. (C) 2003 Elsevier Science Ltd. All rights reserved.