(2-methyl-3,4,5,6,7,8-hexahydro-1H-isoquinolin-5-yl) acetate | 263406-14-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2-methyl-3,4,5,6,7,8-hexahydro-1H-isoquinolin-5-yl) acetate
• CAS: 263406-14-0
• 化学式: C₁₂H₁₉NO₂
• 分子量: 209.288
• InChiKey: WDPBZRUHPHSLLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  氯甲酸乙酯 、 (2-methyl-3,4,5,6,7,8-hexahydro-1H-isoquinolin-5-yl) acetate 在 potassium hydrogencarbonate 作用下， 以 1,2-二氯乙烷 为溶剂， 生成
  参考文献：
  名称：

  Total synthesis of (±)-desoxycodeine-d: a novel route to the morphine skeleton

  摘要：

  A novel approach towards the construction of the morphine skeleton was demonstrated by a total synthesis of (+/-)-desoxycodeine-D (11) from 5,6,7,8-tetrahydroisoquinoline and isovanillin. The key steps are two consecutive Pd-catalyzed cyclizations and a Stevens rearrangement for the formation of ring B. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02188-7
• 作为产物：
  描述：

  5-acetoxy-5,6,7,8-tetrahydroisoquinoline 在 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 (2-methyl-3,4,5,6,7,8-hexahydro-1H-isoquinolin-5-yl) acetate
  参考文献：
  名称：

  Total synthesis of (±)-desoxycodeine-d: a novel route to the morphine skeleton

  摘要：

  A novel approach towards the construction of the morphine skeleton was demonstrated by a total synthesis of (+/-)-desoxycodeine-D (11) from 5,6,7,8-tetrahydroisoquinoline and isovanillin. The key steps are two consecutive Pd-catalyzed cyclizations and a Stevens rearrangement for the formation of ring B. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02188-7

文献信息

• Total synthesis of (±)-desoxycodeine-d: a novel route to the morphine skeleton
  作者：Jing-Ping Liou、Chen-Yu Cheng

  DOI：10.1016/s0040-4039(99)02188-7

  日期：2000.2

  A novel approach towards the construction of the morphine skeleton was demonstrated by a total synthesis of (+/-)-desoxycodeine-D (11) from 5,6,7,8-tetrahydroisoquinoline and isovanillin. The key steps are two consecutive Pd-catalyzed cyclizations and a Stevens rearrangement for the formation of ring B. (C) 2000 Elsevier Science Ltd. All rights reserved.