tert-butyl 3-allyl-4-hydroxypiperidine-1-carboxylate | 917001-18-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: tert-butyl 3-allyl-4-hydroxypiperidine-1-carboxylate
• 英文别名: t-Butyl 3-allyl-4-hydroxypiperidine-1-carboxylate；tert-butyl 4-hydroxy-3-prop-2-enylpiperidine-1-carboxylate
• CAS: 917001-18-4
• 化学式: C₁₃H₂₃NO₃
• 分子量: 241.331
• InChiKey: BOQAEYSSCPTRCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl 3-allyl-4-hydroxypiperidine-1-carboxylate 在 三氟乙酸 、 potassium carbonate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 5.0h， 生成 (3R,4R)-3-prop-2-enylpiperidin-4-ol 、 (3R,4S)-3-prop-2-enylpiperidin-4-ol
  参考文献：
  名称：

  [EN] NOVEL TETRACYCLIC TETRAHYDROFURAN DERIVATIVES CONTAINING A CYCLIC AMINE SIDE CHAIN
  [FR] NOUVEAUX DERIVES TETRACYCLIQUES DE TETRAHYDROFURANE CONTENANT UNE CHAINE LATERALE D'AMINE CYCLIQUE

  摘要：

  公开号：

  WO2006134163A3
• 作为产物：
  描述：

  tert-butyl 3-allyl-4-oxopiperidine-1-carboxylate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以81%的产率得到tert-butyl 3-allyl-4-hydroxypiperidine-1-carboxylate
  参考文献：
  名称：

  3-allylation of tert-butyl 4-oxopiperidine-1-carboxylate

  摘要：

  Reaction of tert-butyl 4-oxopiperidine-1-carboxylate dimethylhydrazone with BuLi in the presence of N,N'-dimethylpropylene urea and subsequently with BrCH2CH=CRR' (R=H, Me, Et; R'=CH2Ar) afforded in 50-80% yields the corresponding tert-butyl 3-alkenyl-4-oxopiperidine-1-carboxylates, promising synthons for preparation of diverse piperidine derivatives.

  DOI：

  10.1134/s1070428014110086

文献信息

• Novel Tetracyclic Tetrahydrofuran Derivatives Containing Cyclic Amine Side Chain
  申请人：Cid-Nunez Jose Maria

  公开号：US20080262076A1

  公开（公告）日：2008-10-23

  This invention concerns novel substituted tetracyclic tetrahydrofuran derivatives containing a cyclic amine side chain with binding affinities towards dopamine receptors, in particular dopamine D 2 receptors, towards serotonin receptors, in particular 5-HT 2A and 5-HT 2C receptors, and pharmaceutical compositions comprising the compounds according to the invention, the use thereof as a medicine, in particular for the prevention and/or treatment of a range of psychiatric and neurological disorders, in particular certain psychotic, cardiovascular and gastrokinetic disorders and processes for their production. The compounds according to the invention can be represented by general Formula (I) and comprises also a pharmaceutically acceptable acid or base addition salt thereof, an N-oxide form thereof or a quaternary ammonium salt thereof, wherein all substituents are defined as in Claim 1.

  本发明涉及一种新型取代四环四氢呋喃衍生物，其含有一个环状胺侧链，具有结合多巴胺受体的亲和力，特别是多巴胺D2受体，对5-HT2A和5-HT2C受体的亲和力，以及包含根据本发明的化合物的制药组合物，其用作药物，特别是用于预防和/或治疗一系列精神和神经疾病，特别是某些精神病、心血管和胃动力紊乱，并提供其生产过程。根据本发明的化合物可以用一般式（I）表示，并包括其药学上可接受的酸或碱盐、N-氧化物形式或季铵盐，其中所有取代基在权利要求书1中定义。
• US8569267B2
  申请人：——

  公开号：US8569267B2

  公开（公告）日：2013-10-29
• [EN] NOVEL TETRACYCLIC TETRAHYDROFURAN DERIVATIVES CONTAINING A CYCLIC AMINE SIDE CHAIN<br/>[FR] NOUVEAUX DERIVES TETRACYCLIQUES DE TETRAHYDROFURANE CONTENANT UNE CHAINE LATERALE D'AMINE CYCLIQUE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2006134163A3

  公开（公告）日：2007-04-12
• 3-allylation of tert-butyl 4-oxopiperidine-1-carboxylate
  作者：A. I. Moskalenko、V. I. Boev

  DOI：10.1134/s1070428014110086

  日期：2014.11

  Reaction of tert-butyl 4-oxopiperidine-1-carboxylate dimethylhydrazone with BuLi in the presence of N,N'-dimethylpropylene urea and subsequently with BrCH2CH=CRR' (R=H, Me, Et; R'=CH2Ar) afforded in 50-80% yields the corresponding tert-butyl 3-alkenyl-4-oxopiperidine-1-carboxylates, promising synthons for preparation of diverse piperidine derivatives.