Methyl 2-amino-4-(oxan-4-yl)butanoate | 921755-42-2

• 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: Methyl 2-amino-4-(oxan-4-yl)butanoate
• CAS: 921755-42-2
• 化学式: C₁₀H₁₉NO₃
• 分子量: 201.266
• InChiKey: WVNMFPGYVRGPLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 2-amino-4-(oxan-4-yl)butanoate 在 盐酸 作用下， 生成 exo-1-azabicyclo[2.2.1]heptane-2-carboxylic acid hydrochloride
  参考文献：
  名称：

  Synthesis of Bicyclic Tertiary α-Amino Acids

  摘要：

  Novel bicyclic alpha-amino acids, exo and endo-1-azabicyclo[2.2.1]heptane-2-carboxylic acid, 1-azabicyclo[2.2.1]heptane-7-carboxylic acid, and 1-azabicyclo[3.2.2]nonane-2-carboxylic acid have been readily synthesized for the generation of neuronal nicotinic receptor ligands. Alkylation of glycine-derived Schiff bases or nitroacetates with cyclic ether electrophiles, followed by acid-induced ring opening and cyclization in NH4OH, allowed for the preparation of substantial quantities of the three tertiary bicyclic alpha-amino acids.

  DOI：

  10.1021/jo061977a
• 作为产物：
  描述：

  四氢吡喃-4-基-乙酸乙酯 在 lithium aluminium tetrahydride 、 三乙胺 、 lithium bromide 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 、 甲苯 为溶剂， 反应 22.0h， 生成 Methyl 2-amino-4-(oxan-4-yl)butanoate
  参考文献：
  名称：

  Synthesis of Bicyclic Tertiary α-Amino Acids

  摘要：

  Novel bicyclic alpha-amino acids, exo and endo-1-azabicyclo[2.2.1]heptane-2-carboxylic acid, 1-azabicyclo[2.2.1]heptane-7-carboxylic acid, and 1-azabicyclo[3.2.2]nonane-2-carboxylic acid have been readily synthesized for the generation of neuronal nicotinic receptor ligands. Alkylation of glycine-derived Schiff bases or nitroacetates with cyclic ether electrophiles, followed by acid-induced ring opening and cyclization in NH4OH, allowed for the preparation of substantial quantities of the three tertiary bicyclic alpha-amino acids.

  DOI：

  10.1021/jo061977a

文献信息

• L-MALATE SALT OF 2, 7 - DIAZA - SPIRO [4.5]DEC- 7 - YLE DERIVATIVES AND CRYSTALLINE FORMS THEREOF AS GHRELIN RECEPTOR AGONISTS
  申请人：Novartis AG

  公开号：EP2852591A1

  公开（公告）日：2015-04-01
• [EN] 3-SPIROCYCLIC PIPERIDINE DERIVATIVES AS GHRELIN RECEPTOR AGONISTS<br/>[FR] DÉRIVÉS DE PIPÉRIDINE 3-SPIROCYCLIQUE COMME AGONISTES DU RÉCEPTEUR DE LA GHRÉLINE
  申请人：NOVARTIS AG

  公开号：WO2012164473A1

  公开（公告）日：2012-12-06

  The invention relates to derivatives of formula (I), wherein the substituents are as defined in the specification; to processes for the preparation of such derivatives; pharmaceutical compositions comprising such derivatives; such derivatives as a medicament; such derivatives for the treatment of a disorder or a disease mediated by the ghrelin receptor.
• [EN] L-MALATE SALT OF 2, 7 - DIAZA - SPIRO [4.5 ] DEC- 7 - YLE DERIVATIVES AND CRYSTALLINE FORMS THEREOF AS GHRELIN RECEPTOR AGONISTS<br/>[FR] SEL DE L-MALATE DE DÉRIVÉS DE 2,7-DIAZA-SPIRO[4.5]DÉC-7-YLE ET SES FORMES CRISTALLINES À TITRE D'AGONISTES DES RÉCEPTEURS DE GHRELINE
  申请人：NOVARTIS AG

  公开号：WO2013164790A1

  公开（公告）日：2013-11-07

  The invention relates to: 2-Amino-N-[(R)-l-benzyloxymethyl-2-((4S,5R)-2-methyl-l- oxo-4- phenyl-2,7-diaza-spiro[4.5]dec-7-yl)-2-oxo-ethyl]-2-methyl- propionamide L- malate salt, 2-amino-N-((2R)-3-(benzyloxy)-l-(2-methyl-l-oxo-4-p-tolyl- 2,7- diazaspiro[4.5]decan-7-yi)-l-oxopropan-2-yi)-2-methyipropanamide L- malate salt and 2-Amino-N-((R)-l-benzyloxymethyl-2-[(45,5R)-4-fluoro- phenyl) -2-methyl-l-oxo-2,7-diaza-spiro[4,5]dec-7-yl]-2-oxoethyl}2- methylpropionamide L-malate salt and to the crystalline forms thereof; pharmaceutical compositions comprising such compounds and such compounds for the treatment of a disorder or a disease mediated by the ghrelin receptor.
• Synthesis of Bicyclic Tertiary α-Amino Acids
  作者：Jon-Paul Strachan、Regina C. Whitaker、Craig H. Miller、Balwinder S. Bhatti

  DOI：10.1021/jo061977a

  日期：2006.12.1

  Novel bicyclic alpha-amino acids, exo and endo-1-azabicyclo[2.2.1]heptane-2-carboxylic acid, 1-azabicyclo[2.2.1]heptane-7-carboxylic acid, and 1-azabicyclo[3.2.2]nonane-2-carboxylic acid have been readily synthesized for the generation of neuronal nicotinic receptor ligands. Alkylation of glycine-derived Schiff bases or nitroacetates with cyclic ether electrophiles, followed by acid-induced ring opening and cyclization in NH4OH, allowed for the preparation of substantial quantities of the three tertiary bicyclic alpha-amino acids.