(+)-O-methyleptazocine | 74958-17-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: (+)-O-methyleptazocine
• 英文别名: (1S,6S)-1,4-dimethyl-10-methoxy-2,3,4,5,6,7-hexahydro-1H-1,6-methanobenzo[e]-azonine；(-)-(1S,6S)-2,3,4,5,6,7-hexahydro-1,4-dimethyl-10-methoxy-1,6-methano-1H-4-benzoazonine；(1S,9S)-4-methoxy-1,11-dimethyl-11-azatricyclo[7.4.1.02,7]tetradeca-2(7),3,5-triene
• CAS: 74958-17-1
• 化学式: C₁₆H₂₃NO
• 分子量: 245.365
• InChiKey: GKHHTAKMPWHDHL-MLGOLLRUSA-N

物化性质

• 沸点：
  340.6±42.0 °C(Predicted)
• 密度：
  1.030±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+)-O-methyleptazocine 在 氢溴酸 作用下， 生成 (-)-eptazocine hydrobromide
  参考文献：
  名称：

  Catalytic asymmetric synthesis of benzylic quaternary carbon centers. An efficient synthesis of (-)-eptazocine

  摘要：

  DOI：

  10.1021/ja00071a079
• 作为产物：
  描述：

  [(2R)-2-(cyanomethyl)-3-(4-methoxyphenyl)propyl] acetate 在 盐酸 、 sodium hydroxide 、 PPA 、 sodium hydride 、 potassium carbonate 、 sodium iodide 、 lithium bromide 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 水 、 氯苯 为溶剂， 反应 81.25h， 生成 (+)-O-methyleptazocine
  参考文献：
  名称：

  Asymmetric Synthesis of (+)- and (-)-Eptazocine via an Enzymatic Reaction

  摘要：

  Starting from (R)-3-hydroxy-2-(p-methoxybenzyl)propyl acetate (R-(+)-4) prepared by enzymatic monoacetylation of 2-(p-methoxybenzyl)propane-1,3-diol (3) with lipase PS in the presence of vinyl acetate as an acetyl donor, lactones ((+)- and (-)-6) were obtained. Using the lactones, (+)- and (-)-eptazocine were synthesized.

  DOI：

  10.3987/com-95-7232

文献信息

• Process for producing novel 4-benzoazonine derivatives
  申请人：NIPPON ZOKI PHARMACEUTICAL CO., LTD.

  公开号：US10703725B2

  公开（公告）日：2020-07-07

  An object of the present invention is to provide a novel tetrahydroazepine compound and a process for producing the same. The present invention relates to a tetrahydroazepine compound represented by the formula (10) or a salt thereof, and a process for producing the said compound or a salt thereof. (In the formula, R1 is an optionally substituted alkyl group, R2 is an optionally substituted alkyl group and one of the X—Y bond and the Y—Z bond is a carbon-carbon double bond and the other is a carbon-carbon single bond).

  本发明的一个目的是提供一种新型四氢吖丙啶化合物以及制备该化合物的方法。本发明涉及一种由式（10）表示的四氢吖丙啶化合物或其盐，以及制备所述化合物或其盐的方法。（在该式中，R1是一个可选择地取代的烷基基团，R2是一个可选择地取代的烷基基团，X—Y键和Y—Z键中的一个是碳-碳双键，另一个是碳-碳单键）。
• 制备氢溴酸依他佐辛的中间体及其制备方法
  申请人：上海医药工业研究院

  公开号：CN110563605B

  公开（公告）日：2021-10-08

  本发明涉及制备氢溴酸依他佐辛的中间体及其制备方法。具体地，本发明公开了一种制备氢溴酸依他佐辛的关键中间体4、5、6、7和8及其制备方法。采用这些中间体来制备氢溴酸依他佐辛的方法操作简便、条件温和，非常适合工业化生产。
• A novel and practical asymmetric synthesis of eptazocine hydrobromide
  作者：Ruipeng Li、Zhenren Liu、Liang Chen、Jing Pan、Kuaile Lin、Weicheng Zhou

  DOI：10.3762/bjoc.14.209

  日期：——

  In order to prepare eptazocine hydrobromide effectively, a novel, mild and practical asymmetric process was developed starting from 1-methyl-7-methoxy-2-tetralone under the catalysis of N-(p-trifluoromethylbenzyl)cinchonidinium bromide. The reaction conditions were optimized to obtain the product in excellent overall yield and purity.

  为了有效制备氢溴酸依他佐辛，从N-（对-三氟甲基苄基）辛可宁鎓催化下，从1-甲基-7-甲氧基-2-四氢萘酮出发，开发了一种新颖，温和，实用的不对称工艺。优化反应条件以获得优异的总收率和纯度的产物。
• METHOD FOR PRODUCING NOVEL 4-BENZAZONINE DERIVATIVE
  申请人：Nippon Zoki Pharmaceutical Co., Ltd.

  公开号：EP3351534A1

  公开（公告）日：2018-07-25

  An object of the present invention is to provide a novel tetrahydroazepine compound and a process for producing the same. The present invention relates to a tetrahydroazepine compound represented by the formula (10) or a salt thereof, and a process for producing the said compound or a salt thereof. (In the formula, R1 is an optionally substituted alkyl group, R2 is an optionally substituted alkyl group and one of the X-Y bond and the Y-Z bond is a carbon-carbon double bond and the other is a carbon-carbon single bond.)

  本发明的目的是提供一种新型四氢氮杂卓化合物及其生产工艺。 本发明涉及一种由式（10）表示的四氢氮杂卓化合物或其盐，以及生产上述化合物或其盐的工艺。 (式中 R1 是任选取代的烷基、 R2 是任选取代的烷基，以及 X-Y键和Y-Z键中的一个是碳碳双键，另一个是碳碳单键）。
• PROCESS FOR PRODUCING NOVEL 4-BENZOAZONINE DERIVATIVES
  申请人：NIPPON ZOKI PHARMACEUTICAL CO., LTD.

  公开号：US20180258047A1

  公开（公告）日：2018-09-13

  An object of the present invention is to provide a novel tetrahydroazepine compound and a process for producing the same. The present invention relates to a tetrahydroazepine compound represented by the formula (10) or a salt thereof, and a process for producing the said compound or a salt thereof. (In the formula, R 1 is an optionally substituted alkyl group, R 2 is an optionally substituted alkyl group and one of the X—Y bond and the Y—Z bond is a carbon-carbon double bond and the other is a carbon-carbon single bond.)