tert-butyl-(S)-2-methyl-5-oxopyrrolidine-1-carboxylate | 239469-76-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: tert-butyl-(S)-2-methyl-5-oxopyrrolidine-1-carboxylate
• 英文别名: tert-butyl (2S)-2-methyl-5-oxopyrrolidine-1-carboxylate
• CAS: 239469-76-2
• 化学式: C₁₀H₁₇NO₃
• 分子量: 199.25
• InChiKey: XEEYKPKCVNDLCR-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl-(S)-2-methyl-5-oxopyrrolidine-1-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以90%的产率得到(S)-5-甲基吡咯烷-2-酮
  参考文献：
  名称：

  Synthesis of the peptide moiety of the jamaicamides

  摘要：

  The jamaicamides, isolated from cyanobacterium Lyngbya majuscula in Jamaica, are unique mixed polyketide-peptides that are reported to be blockers of the sodium channels. The peptide moiety contains a pyrrolinone ring and a beta-methoxy enone functionality. Herein, we report the stereoselective synthesis of the N-(Boc)(2)-protected peptide moiety of the jamaicamides by utilizing Meldrum's acid starting from L-alanine and N-Boc-beta-alanine. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.078
• 作为产物：
  描述：

  (S)-tert-butyl 2-methyl-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以84%的产率得到tert-butyl-(S)-2-methyl-5-oxopyrrolidine-1-carboxylate
  参考文献：
  名称：

  Synthesis of the peptide moiety of the jamaicamides

  摘要：

  The jamaicamides, isolated from cyanobacterium Lyngbya majuscula in Jamaica, are unique mixed polyketide-peptides that are reported to be blockers of the sodium channels. The peptide moiety contains a pyrrolinone ring and a beta-methoxy enone functionality. Herein, we report the stereoselective synthesis of the N-(Boc)(2)-protected peptide moiety of the jamaicamides by utilizing Meldrum's acid starting from L-alanine and N-Boc-beta-alanine. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.078

文献信息

• [EN] APOPTOSIS SIGNAL-REGULATING KINASE INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE KINASE DE RÉGULATION DU SIGNAL DE L'APOPTOSE ET LEURS UTILISATIONS
  申请人：FRONTHERA U S PHARMACEUTICALS LLC

  公开号：WO2019051265A1

  公开（公告）日：2019-03-14

  Described herein are ASK1 inhibitors and pharmaceutical compositions comprising said compounds. The subject compounds and compositions are useful for the treatment of blood disease, autoimmune disorders, pulmonary disorders, hypertension, inflammatory diseases, fibrotic diseases, diabetes, diabetic nephropathy, renal diseases, respiratory diseases, cardiovascular diseases, acute lung injuries, acute or chronic liver diseases, and neurodegenerative diseases.

  本文描述了ASK1抑制剂和包含该化合物的药物组合物。所述化合物和组合物对于治疗血液疾病、自身免疫性疾病、肺部疾病、高血压、炎症性疾病、纤维化疾病、糖尿病、糖尿病肾病、肾脏疾病、呼吸系统疾病、心血管疾病、急性肺损伤、急性或慢性肝病以及神经退行性疾病具有用处。
• 一类组蛋白乙酰化酶p300抑制剂及其用途
  申请人：海创药业股份有限公司

  公开号：CN111217802B

  公开（公告）日：2021-10-08

  本发明公开了一类组蛋白乙酰化酶p300抑制剂及其用途，属于药物化学技术领域。本发明公开了一类式(Ⅰ)所示化合物、或其立体化学异构体，或其溶剂合物、或其药学上可接受的盐。本发明公开的化合物能够有效抑制组蛋白乙酰化酶p300的活性，能够有效抑制多种肿瘤细胞的增殖活性。同时，本发明化合物与CDK4/6抑制剂联用，在抑制肿瘤细胞的增殖中发挥了协同作用。因此，本发明的化合物在制备组蛋白乙酰化酶抑制剂，制备预防和/或治疗癌症、代谢类疾病、神经类疾病或炎症的药物以及联合用药物中具有非常好的应用前景。
• Synthesis and folding preferences of γ-amino acid oligopeptides: stereochemical control in the formation of a reverse turn and a helix
  作者：Stephen Hanessian、Xuehong Luo、Robert Schaum

  DOI：10.1016/s0040-4039(99)00860-6

  日期：1999.7

  The stereoselective synthesis of α-cinnamyl γ-amino acids and the corresponding oligopeptides is described. Detailed 1D and 2D NMR studies in pyridine-d5 show that the (αR)-cinnamyl γ-amino acid tetrapeptide adopts a reverse turn structure, while the (αS)-cinnamyl γ-amino acid tetrapeptide adopts a right-handed helical structure.

  描述了α-肉桂基γ-氨基酸和相应的寡肽的立体选择性合成。在吡啶-d 5中进行的详细1D和2D NMR研究表明，（αR）-肉桂基γ-氨基酸四肽采用反向结构，而（αS）-肉桂基γ-氨基酸四肽采用右旋螺旋结构。
• [EN] DNA ALKYLATION AND CROSS-LINKING AGENTS AS COMPOUNDS AND PAYLOADS FOR TARGETED THERAPIES<br/>[FR] ALKYLATION D'ADN ET AGENTS DE RÉTICULATION COMME COMPOSÉS ET CHARGES UTILES POUR THÉRAPIES CIBLÉES
  申请人：UNIV YALE

  公开号：WO2017132459A1

  公开（公告）日：2017-08-03

  The present invention is directed to compounds related to precolibactin, pharmaceutical compositions based upon these compounds and methods of synthesis which are employed to provide intermediates and final compounds, which are principally alkylating agents and anticancer compounds. The chemical synthetic approach disclosed facilitates the synthesis of numerous precolibactin analogs which can be used in the treatment of cancer.

  本发明涉及与precolibactin相关的化合物，基于这些化合物的药物组合物以及用于提供中间体和最终化合物的合成方法，这些化合物主要是烷基化剂和抗癌化合物。所披露的化学合成方法有助于合成多种precolibactin类似物，可用于癌症治疗。
• Compounds and methods for treating cancer
  申请人：YALE UNIVERSITY

  公开号：US10316037B1

  公开（公告）日：2019-06-11

  The present invention is directed to novel anticancer compounds which show excellent activity as anticancer agents. The present invention is also directed to pharmaceutical compositions based upon these compounds and methods of treating cancer, including drug resistant, multiple drug resistant, metastatic and recurrent cancer.

  本发明涉及新型抗癌化合物，表现出优异的抗癌活性。本发明还涉及基于这些化合物的药物组合物和治疗癌症的方法，包括对耐药性、多药耐药性、转移性和复发性癌症的治疗。