N-benzyl-N-[2-(9H-carbazol-2-yloxy)ethyl]amine | 296237-87-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-benzyl-N-[2-(9H-carbazol-2-yloxy)ethyl]amine
• 英文别名: N-benzyl-N-[2-(9H-carbazol-2-yloxy)]ethylamine；N-benzyl-2-(9H-carbazol-2-yloxy)ethanamine
• CAS: 296237-87-1
• 化学式: C₂₁H₂₀N₂O
• 分子量: 316.403
• InChiKey: QIGHGZFEJDNFCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  37
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-benzyl-N-[2-(9H-carbazol-2-yloxy)ethyl]amine 、 (R)-(-)-(3-硝基苯基)环氧乙烷 以 butanol, 2- 为溶剂， 反应 8.0h， 生成 (R)-2-[N-benzyl-N-[2-(9H-carbazol-2-yloxy)ethyl]]amino-1-(3-nitrophenyl)ethanol
  参考文献：
  名称：

  Process for the preparation of tricyclic amino alcohol derivatives

  摘要：

  一种用于制备包括2-[N-[2-(9H-咔唑-2-氧基)乙基]]氨基-1-[3-(甲磺酰氨基)苯基]乙醇在内的三环氨基醇衍生物的方法，该方法在治疗糖尿病、肥胖、高脂血症等方面有用；以及用公式(5)或(6)等表示的中间体，在制备中有用，其中R11是氢等；*1代表一个不对称碳原子。2-卤代-1-(3-硝基苯基)乙酮衍生物和1-(3-硝基苯基)环氧衍生物是用于制备三环氨基醇衍生物的中间体，易于纯化，特别是光学活性的1-(3-硝基苯基)环氧衍生物在提高最终产品的光学纯度方面是有效的。

  公开号：

  US20030225289A1
• 作为产物：
  描述：

  N-[2-(9H-carbazol-2-yloxy)ethyl]amine 在 苯甲醛 作用下， 以 甲醇 、 氩 为溶剂， 生成 N-benzyl-N-[2-(9H-carbazol-2-yloxy)ethyl]amine
  参考文献：
  名称：

  PROCESS FOR THE PREPARATION OF TRICYCLIC AMINO ALCOHOL DERIVATIVES

  摘要：

  一种用于制备式（1）的三环氨基醇衍生物或其盐的方法，该方法有助于治疗和预防糖尿病、肥胖、高脂血症等疾病；以及用于该方法的中间体：其中R1是较低的烷基或苄基；*1代表一个不对称碳原子；R2是氢、卤素或羟基；A是以下组之一：（其中X是NH、O或S；R6是氢、羟基、氨基或乙酰氨基；当R6不是氢时，*2代表一个不对称碳原子）

  公开号：

  EP1195371A1

文献信息

• Process for preparing optically active secondary alcohols having nitrogenous or oxygenic functional groups
  申请人：——

  公开号：US20030045727A1

  公开（公告）日：2003-03-06

  A process for preparing optically active secondary alcohols of the general formula (3), [wherein R 1 is linear lower alkyl, an aromatic ring group, or the like; A is CH 2 NR 2 R 3 or the like; n is an integer of 0 to 2; and * represents an asymmetric carbon atom] by asymmetrically hydrogenating a ketone compound of the general formula (1) having nitrogenous or oxygen functional group at any of the a-, &bgr;- and &ggr;-positions, with selectivity among functional groups by the use of a ruthenium/optically active bidentate phosphine/diamine complex as the catalyst in the presence of hydrogen alone or together with a base. The optically active secondary alcohols obtained by the process are useful as drugs and intermediates for the preparation of drugs.

  通过使用钌/光学活性双齿膦/二胺配合物作为催化剂，在存在氢气的情况下或与碱一起，通过不对称地氢化具有氮或氧官能团在α、β和γ位置中的酮化合物（1）来制备通式（3）的光学活性二级醇，[其中R1是线性低碳烷基、芳香环基等；A是CH2NR2R3或类似物；n是0到2的整数；*代表不对称碳原子]。通过该过程获得的光学活性二级醇可用作药物及药物中间体的制备。
• Method for manufacturing tricyclic amino alcohol derivatives
  申请人：Asahi Kasei Kabushiki Kaisha

  公开号：US06495701B1

  公开（公告）日：2002-12-17

  The present invention is directed to processes for the preparation of a compound useful for treating diabetes, obesity, hyperlipidemia and the like, which compound is represented by the formula (1): wherein R1 represents a lower alkyl group or a benzyl group; *1 represents an asymmetric carbon atom; R2 hydrogen atom, a halogen atom or a hydroxyl group; and A represents one of the following groups: wherein X represents NH, O or S; R6 represents a hydrogen atom, a hydroxyl group, an amino group or an acetylamino group; and *2 represents an asymmetric carbon atom when R6 is not a hydrogen atom, and to intermediates useful for the said processes. The processes of the present invention are convenient, practical preparing processes with low cost which comprise a small number of steps with good industrial work efficiency.

  本发明涉及一种用于治疗糖尿病、肥胖症、高脂血症等疾病的化合物的制备方法，该化合物由公式（1）表示：其中，R1代表较低的烷基或苄基；*1代表不对称碳原子；R2代表氢原子、卤素原子或羟基；A代表以下一种基团之一：其中，X代表NH、O或S；R6代表氢原子、羟基、氨基或乙酰氨基；当R6不是氢原子时，*2代表不对称碳原子，并且本发明还涉及用于上述方法的中间体。本发明的方法是方便实用的制备方法，成本低廉，步骤少，工业效率高。
• NOVEL METHOD FOR MANUFACTURING TRICYCLIC AMINO ALCOHOL DERIVATIVES
  申请人：Asahi Kasei Kabushiki Kaisha

  公开号：EP1174425A1

  公开（公告）日：2002-01-23

  The present invention is directed to processes for the preparation of a compound useful for treating and preventing diabetes, obesity, hyperlipidemia and the like, which compound is represented by the formula (1) : wherein R1 represents a lower alkyl group or a benzyl group; ∗1 represents an asymmetric carbon atom; R2 represents a hydrogen atom, a halogen atom or a hydroxyl group; and A represents one of the following groups: wherein X represents NH, O or S; R6 represents a hydrogen atom, a hydroxyl group, an amino group or an acetylamino group; and ∗2 represents an asymmetric carbon atom when R6 is not a hydrogen atom, and to intermediates useful for the said processes. The processes of the present invention are convenient, practical preparing processes with low cost which comprise a small number of steps with good industrial work efficiency.

  本发明涉及一种用于治疗和预防糖尿病、肥胖症、高脂血症等的化合物的制备工艺，该化合物由式(1)表示： 其中 R1 代表低级烷基或苄基；∗1 代表不对称碳原子；R2 代表氢原子、卤素原子或羟基；A 代表下列基团之一： 其中 X 代表 NH、O 或 S；R6 代表氢原子、羟基、氨基或乙酰氨基；当 R6 不是氢原子时，∗2 代表不对称碳原子。本发明的工艺是方便实用的制备工艺，成本低，步骤少，工业生产效率高。
• PROCESS FOR PREPARING OPTICALLY ACTIVE SECONDARY ALCOHOLS HAVING NITROGENOUS OR OXYGENIC FUNCTIONAL GROUPS
  申请人：Asahi Kasei Kabushiki Kaisha

  公开号：EP1254885A1

  公开（公告）日：2002-11-06

  The present invention provides a process for the preparation of an optically active secondary alcohol represented by the general formula (3): wherein R1 represents a straight-chain lower alkyl group, an aromatic ring group, or the like; A represents CH2NR2R3, or the like; n is an integer of from 0 to 2; and * represents an asymmetric carbon atom, which comprises asymmetrically hydrogenating with selectivity among the functional groups, a ketone compound represented by the general formula (1) having a nitrogenous or oxygenic functional group at any of the α-, β- and γ-positions: wherein R1, A and n are as defined above, using a ruthenium/optically active bidentate phosphine/diamine complex as a catalyst in the presence of hydrogen or in the presence of hydrogen and a base. The optically active secondary alcohols obtained by the present process are useful as medicaments and intermediates for producing medicaments.

  本发明提供了一种由通式（3）表示的光学活性仲醇的制备方法： 其中 R1 代表直链低级烷基、芳香环基或类似基团；A 代表 CH2NR2R3 或类似基团；n 是 0 至 2 的整数；以及 * 代表不对称碳原子，其包括以官能团之间的选择性不对称氢化通式 (1) 所代表的酮化合物，该酮化合物在 α-、β- 和 γ- 位置上具有含氮或含氧官能团： 其中 R1、A 和 n 如上定义，使用钌/光学活性双齿膦/二胺络合物作为催化剂，在氢气存在下或在氢气和碱存在下进行。 通过本工艺获得的光学活性仲醇可用作药物和生产药物的中间体。
• US6495701B1
  申请人：——

  公开号：US6495701B1

  公开（公告）日：2002-12-17