[(R)-(1-苯基乙基)亚氨基]乙酸乙酯 | 851389-20-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: [(R)-(1-苯基乙基)亚氨基]乙酸乙酯
• 英文名称: [(R)-(1-phenylethyl)imino]acetic acid ethyl ester
• 英文别名: <(R)-(1-phenylethyl)imino>acetic acid ethyl ester
• CAS: 851389-20-3
• 化学式: C₁₂H₁₅NO₂
• 分子量: 205.257
• InChiKey: VHFZIBNRJPBOBX-PEHNMLCRSA-N

物化性质

• 沸点：
  284.7±33.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.38
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  38.66
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  环戊二烯 、 [(R)-(1-苯基乙基)亚氨基]乙酸乙酯 在 三氟化硼乙醚 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (1S,3S,4R)-2-((R)-1-苯乙基)-2-氮杂双环[2.2.1]庚-5-烯-3- 、 endo-2-aza-2-<(R)-1-phenylethyl>-3-ethoxycarbonyl<2.2.1>bicyclohept-5-ene
  参考文献：
  名称：

  Synthesis and evaluation of chiral bicyclic proline FKBP12 ligands

  摘要：

  As part of our ongoing program to explore novel structural classes of FKBP12 ligands, we herein wish to report a new class of FKBP12 ligands containing chiral bicyclic proline analogues. Details of the synthetic routes, together with preliminary biological activity, will be presented. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00758-3
• 作为产物：
  描述：

  乙醛酸乙酯 、 R(+)-alpha-甲基苄胺 在 molecular sieve 作用下， 以 二氯甲烷 为溶剂， 生成 [(R)-(1-苯基乙基)亚氨基]乙酸乙酯
  参考文献：
  名称：

  Synthesis and evaluation of chiral bicyclic proline FKBP12 ligands

  摘要：

  As part of our ongoing program to explore novel structural classes of FKBP12 ligands, we herein wish to report a new class of FKBP12 ligands containing chiral bicyclic proline analogues. Details of the synthetic routes, together with preliminary biological activity, will be presented. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00758-3

文献信息

• A short stereoselective synthesis of disubstituted cyclic amino acids
  作者：Wolfgang Maison、Gunadi Adiwidjaja

  DOI：10.1016/s0040-4039(02)01267-4

  日期：2002.8

  A new synthetic route to enantiomerically pure disubstituted derivatives of cyclic amino acids is reported. Key step of this synthesis is an oxidative cleavage of azabicycloalkene precursors that are synthesized in enantiomerically pure form via aza-Diels–Alder reaction. A range of different disubstituted pipecolic acid derivatives has been synthesized and their structure has been evaluated by X-ray

  报道了对映体纯的环氨基酸的双取代衍生物的新合成途径。该合成的关键步骤是对氮杂双环烯前体的氧化裂解，该对映体是通过aza-Diels-Alder反应以对映体纯净形式合成的。已经合成了多种不同的二取代的哌酸衍生物，并且已经通过X射线分析对其结构进行了评估。
• 2-Cyanopyrrolidinecarboxamide compound
  申请人：Shima Ichiro

  公开号：US20050137224A1

  公开（公告）日：2005-06-23

  A compound of the formula (I) or a pharmaceutically acceptable salt thereof: [wherein X 1 and X 2 each is independently lower alkylene; X 3 is ═CH 2 , ═CHF or ═CF 2 ; R 1 is substituent, R 2 and R 3 each is independently H or lower alkyl; n is 0, 1, 2, 3 or 4.]having the activity inhibiting DPP-IV activity. They are therefore useful in the treatment of conditions mediated by DPP-IV, such as NIDDM.

  化合物的公式（I）或其药学上可接受的盐：[其中X1和X2各自独立地是较低的烷基；X3为═CH2，═CHF或═CF2；R1为取代基，R2和R3各自独立地为H或较低的烷基；n为0、1、2、3或4]具有抑制DPP-IV活性的活性。因此，它们在治疗由DPP-IV介导的疾病，如NIDDM中是有用的。
• 2-cyanopyrrolidinecarboxamide compound
  申请人：Astellas Pharma Inc.

  公开号：US07186731B2

  公开（公告）日：2007-03-06

  A compound of the formula (I) or a pharmaceutically acceptable salt thereof: [wherein X1 and X2 each is independently lower alkylene; X3 is ═CH2, ═CHF or ═CF2; R1 is substituent, R2 and R3 each is independently H or lower alkyl; n is 0, 1, 2, 3 or 4.] having the activity inhibiting DPP-IV activity. They are therefore useful in the treatment of conditions mediated by DPP-IV, such as NIDDM.

  化合物的公式（I）或其药学上可接受的盐：[其中X1和X2各自独立地为低烷基；X3为═CH2，═CHF或═CF2；R1为取代基，R2和R3各自独立地为H或低烷基；n为0、1、2、3或4]具有抑制DPP-IV活性的活性。因此，它们在治疗由DPP-IV介导的疾病，如NIDDM方面是有用的。
• Asymmetric synthesis of optically active decahydroisoquinolines useful in HIV-1 protease inhibitor synthesis
  作者：Michael P. Trova、Kevin F. McGee

  DOI：10.1016/0040-4020(95)00266-b

  日期：1995.5

  An efficient synthesis of amino acid ester 8 is described featuring an asymmetric aza-Diels-Alder reaction of diene 5 and chiral imine 6 which establishes the asymmetry at C-3. Hydrogenation of 7 provides 8 with the desired asymmetry at C-4a and C-8a.