methyl 4-(2-N-BOC-piperidin-4-ylethoxy)benzoate | 163209-93-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 4-(2-N-BOC-piperidin-4-ylethoxy)benzoate
• 英文别名: Methyl 4-[2-(N-BOC-4-Piperidinyl)ethyloxy]benzoate；tert-butyl 4-[2-(4-methoxycarbonylphenoxy)ethyl]piperidine-1-carboxylate
• CAS: 163209-93-6
• 化学式: C₂₀H₂₉NO₅
• 分子量: 363.454
• InChiKey: WKLTWOHNPUOJES-UHFFFAOYSA-N

物化性质

• 沸点：
  472.2±15.0 °C(Predicted)
• 密度：
  1.106±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 4-(2-N-BOC-piperidin-4-ylethoxy)benzoate 在 sodium hydroxide 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 生成 3-{4-[2-(N-BOC-piperidin-4-yl)ethoxy]benzoylamino}-2(S)-benzenesulfonylaminopropionic acid
  参考文献：
  名称：

  Nonpeptide α_vβ₃ Antagonists. 1. Transformation of a Potent, Integrin-Selective α_IIbβ₃ Antagonist into a Potent α_vβ₃ Antagonist

  摘要：

  Modification of the potent fibrinogen receptor (alpha(IIb)beta(3)) antagonist 1 generated compounds with high affinity for the vitronectin receptor alpha(v)beta(3). Sequential modification of the basic N-terminus of 1 led to the identification of the 5,6,7,8-tetrahydro[1,8]naphthyridine moiety (THN) as a lipophilic, moderately basic N-terminus that provides molecules with excellent potency and selectivity for the integrin receptor alpha(v)beta(3). The THN-containing analogue 5 is a potent inhibitor of bone resorption in vitro and in vivo. In addition, the identification of a novel, nonpeptide radioligand with high affinity to alpha(v)beta(3) is also reported.

  DOI：

  10.1021/jm000133v
• 作为产物：
  描述：

  对羟基苯甲酸甲酯 、 N-Boc-4-哌啶乙醇 在 triphenylphosphine tagged with poly-(ethyleneglycol)-ω-monomethyl ether 、 diethyl azodicarboxylate tagged with poly-(ethyleneglycol)-ω-monomethyl ether 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 生成 methyl 4-(2-N-BOC-piperidin-4-ylethoxy)benzoate
  参考文献：
  名称：

  Synthesis of Arrays Using Low Molecular Weight MPEG-Assisted Mitsunobu Reaction

  摘要：

  Triphenylphosphine tagged with a short poly(ethyleneglycol)-omega-monomethyl ether chain (light MPEG, 10-16 ethylenoxy units, (TPP)-T-M-G2) and an MPEG-tagged version of diethyl azodicarboxylate ((M)DEAD) have been used to prepare a 20 member library of esters, ethers, and sulfonamides, with cLogP's in the range of 1.4-5.7 on a 0.1 mmol scale. Removal of MPEG-tagged side products was achieved by MPEG-assisted solid-phase extraction (MSPE) on prepacked silica columns to give the products in good yield and high purity.

  DOI：

  10.1021/co100091n

文献信息

• Fibrinogen receptor antagonists
  申请人：Merck & Co., Inc.

  公开号：US05648368A1

  公开（公告）日：1997-07-15

  Novel fibrinogen receptor antagonists of the formula: X--Y--Z--Aryl--A--B are provided in which the claimed compounds exhibit fibrinogen receptor antagonist activity, inhibit platelet aggregation and are therefore useful in modulating thrombus formation.

  提供了一种公式为X-Y-Z-Aryl-A-B的新型纤维蛋白原受体拮抗剂，所述化合物表现出纤维蛋白原受体拮抗活性，抑制血小板聚集，因此在调节血栓形成方面有用。
• US5648368A
  申请人：——

  公开号：US5648368A

  公开（公告）日：1997-07-15
• [EN] FIBRINOGEN RECEPTOR ANTAGONISTS<br/>[FR] ANTAGONISTES DES RECEPTEURS DU FIBRINOGENE
  申请人：——

  公开号：WO1994012181A1

  公开（公告）日：1994-06-09

  [EN] Novel fibrinogen receptor antagonists of the formula: X-Y-Z-Aryl-A-B are provided in which the claimed compounds exhibit fibrinogen receptor antagonist activity, inhibit platelet aggregation and are therefore useful in modulating thrombus formation.
  [FR] L'invention concerne des nouveaux antagonistes des récepteurs du fibrinogène représentés par la formule: X-Y-Z-Aryl-A-B Les composés selon l'invention agissent en tant qu'antagonistes des récepteurs du fibrinogène, inhibent l'agrégation plaquettaire et sont utilisés pour moduler la formation de thrombus.
• Nonpeptide α_vβ₃ Antagonists. 1. Transformation of a Potent, Integrin-Selective α_IIbβ₃ Antagonist into a Potent α_vβ₃ Antagonist
  作者：Mark E. Duggan、Le T. Duong、John E. Fisher、Terence G. Hamill、William F. Hoffman、Joel R. Huff、Nathan C. Ihle、Chih-Tai Leu、Rose M. Nagy、James J. Perkins、Sevgi B. Rodan、Gregg Wesolowski、David B. Whitman、Amy E. Zartman、Gideon A. Rodan、George D. Hartman

  DOI：10.1021/jm000133v

  日期：2000.10.1

  Modification of the potent fibrinogen receptor (alpha(IIb)beta(3)) antagonist 1 generated compounds with high affinity for the vitronectin receptor alpha(v)beta(3). Sequential modification of the basic N-terminus of 1 led to the identification of the 5,6,7,8-tetrahydro[1,8]naphthyridine moiety (THN) as a lipophilic, moderately basic N-terminus that provides molecules with excellent potency and selectivity for the integrin receptor alpha(v)beta(3). The THN-containing analogue 5 is a potent inhibitor of bone resorption in vitro and in vivo. In addition, the identification of a novel, nonpeptide radioligand with high affinity to alpha(v)beta(3) is also reported.
• Synthesis of Arrays Using Low Molecular Weight MPEG-Assisted Mitsunobu Reaction
  作者：Marek Figlus、Natalie Wellaway、Anthony W. J. Cooper、Steven L. Sollis、Richard C. Hartley

  DOI：10.1021/co100091n

  日期：2011.5.9

  Triphenylphosphine tagged with a short poly(ethyleneglycol)-omega-monomethyl ether chain (light MPEG, 10-16 ethylenoxy units, (TPP)-T-M-G2) and an MPEG-tagged version of diethyl azodicarboxylate ((M)DEAD) have been used to prepare a 20 member library of esters, ethers, and sulfonamides, with cLogP's in the range of 1.4-5.7 on a 0.1 mmol scale. Removal of MPEG-tagged side products was achieved by MPEG-assisted solid-phase extraction (MSPE) on prepacked silica columns to give the products in good yield and high purity.