neopine methyl ether | 503441-35-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: neopine methyl ether
• 英文别名: neopine methyl ester；4,5α-epoxy-3,6α-dimethoxy-17-methyl-morphin-8-ene；4,5α-Epoxy-3,6α-dimethoxy-17-methyl-morphin-8-en；(4R,7S,7aR,12bS)-7,9-dimethoxy-3-methyl-2,4,6,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline
• CAS: 503441-35-8
• 化学式: C₁₉H₂₃NO₃
• 分子量: 313.397
• InChiKey: PIILEVDVSADGMN-UVDFWXMISA-N

物化性质

• 沸点：
  442.9±45.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  30.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  neopine methyl ether 在 5percent Pd/C 氢气 、 sodium hydroxide 、 sodium tetrahydroborate 作用下， 以 水 为溶剂， 反应 2.0h， 生成 3,6-alpha-二甲氧基-4,5-alpha-环氧-17-甲基-吗喃
  参考文献：
  名称：

  Practical and High-Yield Syntheses of Dihydromorphine from Tetrahydrothebaine and Efficient Syntheses of (8S)-8-Bromomorphide

  摘要：

  A practical method for the conversion of tetrahydrothebaine to dihydromorphine in 92% yield is described. The procedure should allow more efficient production of opium products and may be easily modified for large-scale synthesis. The conversion of codeine to (8S)-8-bromomorphide, a potentially valuable intermediate to 6-demethoxyoripavine and derivatives, is also described. The absolute configuration of (8S)-8-bromomorphide was determined by a single-crystal X-ray diffraction study of the hydrobromide salt.

  DOI：

  10.1021/jo0206871
• 作为产物：
  描述：

  蒂巴因 在 盐酸 、 钯 、 溶剂黄146 作用下， 生成 neopine methyl ether 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  THE REDUCTION OF THEBAINE. NEOPINE METHYL ETHER

  摘要：

  DOI：

  10.1021/jo01125a020

文献信息

• Practical and High-Yield Syntheses of Dihydromorphine from Tetrahydrothebaine and Efficient Syntheses of (8<i>S</i>)-8-Bromomorphide
  作者：Anna K. Przybyl、Judith L. Flippen-Anderson、Arthur E. Jacobson、Kenner C. Rice

  DOI：10.1021/jo0206871

  日期：2003.3.1

  A practical method for the conversion of tetrahydrothebaine to dihydromorphine in 92% yield is described. The procedure should allow more efficient production of opium products and may be easily modified for large-scale synthesis. The conversion of codeine to (8S)-8-bromomorphide, a potentially valuable intermediate to 6-demethoxyoripavine and derivatives, is also described. The absolute configuration of (8S)-8-bromomorphide was determined by a single-crystal X-ray diffraction study of the hydrobromide salt.
• THE REDUCTION OF THEBAINE. NEOPINE METHYL ETHER
  作者：LYNDON F. SMALL

  DOI：10.1021/jo01125a020

  日期：1955.7