2,5-dioxo-pyrrolidin-1-yl 2-phenylpropanoate | 154569-24-1

• 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: 2,5-dioxo-pyrrolidin-1-yl 2-phenylpropanoate
• 英文别名: (+/-)-2-phenylpropanoyloxysuccinimide；2,5-Dioxopyrrolidin-1-yl 2-phenylpropanoate；(2,5-dioxopyrrolidin-1-yl) 2-phenylpropanoate
• CAS: 154569-24-1
• 化学式: C₁₃H₁₃NO₄
• 分子量: 247.251
• InChiKey: HQQBPTXHGIWFGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,5-dioxo-pyrrolidin-1-yl 2-phenylpropanoate 在 羟胺 作用下， 以 水 、 乙腈 为溶剂， 反应 12.0h， 以459 mg的产率得到(±)-N-hydroxy-2-phenylpropanamide
  参考文献：
  名称：

  由醛和羟胺一锅法合成异羟肟酸

  摘要：

  AbstractA one‐pot oxidative transformation of aldehydes into hydroxamic acids by the use of an aqueous solution of hydroxylamine is reported. The methodology gives high yields and makes use of cheap, abundant and easily available reagents.magnified image

  DOI：

  10.1002/adsc.201400188
• 作为产物：
  描述：

  N-羟基丁二酰亚胺 、 2-苯基丙酸 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.25h， 以57%的产率得到2,5-dioxo-pyrrolidin-1-yl 2-phenylpropanoate
  参考文献：
  名称：

  Resolution of pentafluorophenyl 2-phenylpropanoate using combinations of quasi-enantiomeric oxazolidin-2-ones

  摘要：

  The kinetic, mutual and parallel resolution of a series of structurally related active esters derived from 2-phenylpropanoic acid using a combination of quasi-enantiomeric oxazolidin-2-ones is discussed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.02.022

文献信息

• CYCLOPEPTIDE DERIVATIVES
  申请人：——

  公开号：US20020032306A1

  公开（公告）日：2002-03-14

  The invention relates to compounds of the formula (I) R1 Q1 XQ2 R2, in which: Q1, Q2, each independent of one another, are missing or are NH(CH2)n CO; R1, R2, each independent of one another, are missing or are cyclo(ArgGlyAspZ), wherein Z is missing in the side chain of Q1 or Q2 or if Q1 and/or Q2 are missing, is bound to X, at least one of the groups R1 or R2 always having to be included; X is COR 18 CO, and if R1 Q1 or R2 Q2 are missing is R10, R13, R16, HetCO or a fluorescent pigment residue linked through a CONH, COO, NHC (═S)NH, NHC(═O)NH, SO2 NH or NHCO bond; and Z, R10, R13, R16, R18, Het and n have the meanings given in claim 1. The invention also relates to the salts of said compounds. Said compounds and their salts can be used as integrin inhibitors, in particular for the prevention and treatment of circulatory diseases, thrombosis, heart infarct, coronary heart diseases, arteriosclerosis, angiogenic diseases and in tumor therapy.

  本发明涉及式(I)的化合物，其中：Q1，Q2，互相独立，可以缺失或为NH(CH2)n CO; R1，R2，互相独立，可以缺失或为环状(ArgGlyAspZ)，其中Z在Q1或Q2的侧链中缺失或如果Q1和/或Q2缺失，则与X结合，其中必须始终包括R1或R2中的至少一个基团; X为COR 18 CO，如果R1 Q1或R2 Q2缺失，则为R10，R13，R16，HetCO或通过CONH、COO、NHC(═S)NH、NHC(═O)NH、SO2 NH或NHCO键连接的荧光色素残基; Z，R10，R13，R16，R18，Het和n的含义如权利要求书中所述。本发明还涉及所述化合物的盐。所述化合物及其盐可用作整合素抑制剂，特别用于预防和治疗循环疾病、血栓、心肌梗塞、冠心病、动脉硬化、血管生成性疾病和肿瘤治疗。
• US6566491B2
  申请人：——

  公开号：US6566491B2

  公开（公告）日：2003-05-20
• Resolution of pentafluorophenyl 2-phenylpropanoate using combinations of quasi-enantiomeric oxazolidin-2-ones
  作者：Najla Al Shaye、David M. Benoit、Sameer Chavda、Elliot Coulbeck、Marco Dingjan、Jason Eames、Yonas Yohannes

  DOI：10.1016/j.tetasy.2011.02.022

  日期：2011.2

  The kinetic, mutual and parallel resolution of a series of structurally related active esters derived from 2-phenylpropanoic acid using a combination of quasi-enantiomeric oxazolidin-2-ones is discussed. (C) 2011 Elsevier Ltd. All rights reserved.
• One-Pot Synthesis of Hydroxamic Acids from Aldehydes and Hydroxylamine
  作者：Giovanna Dettori、Silvia Gaspa、Andrea Porcheddu、Lidia De Luca

  DOI：10.1002/adsc.201400188

  日期：2014.8.11

  AbstractA one‐pot oxidative transformation of aldehydes into hydroxamic acids by the use of an aqueous solution of hydroxylamine is reported. The methodology gives high yields and makes use of cheap, abundant and easily available reagents.magnified image