(S)-2-<(acetylthio)methyl>-1-<(tert-butyloxy)carbonyl>pyrrolidine | 73236-85-8

• 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: (S)-2-<(acetylthio)methyl>-1-<(tert-butyloxy)carbonyl>pyrrolidine
• 英文别名: (S)-2-(acetylsulfanyl)methyl-N-(tert-butoxycarbonyl)pyrrolidine；N-(tert-butyloxycarbonyl)-L-prolinol thioacetate；N-Boc-S-acetylpyrrolidinemethanethiol；S-2-acetylthiomethyl-1-tert-butoxycarbonyl-pyrrolidine；tert-butyl (2S)-2-(acetylsulfanylmethyl)pyrrolidine-1-carboxylate
• CAS: 73236-85-8
• 化学式: C₁₂H₂₁NO₃S
• 分子量: 259.37
• InChiKey: NGXUUBLQERVXAJ-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  71.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-2-<(acetylthio)methyl>-1-<(tert-butyloxy)carbonyl>pyrrolidine 在 乙酸酐 、 氯 作用下， 以 乙醇 为溶剂， 生成 (ScRs)/(ScSs) 1-(tert-butyloxycarbonyl)-2-<<<(methylthio)methyl>sulfinyl>methyl>-pyrrolidine
  参考文献：
  名称：

  The role of the hydroxymethyl function on the biological activity of the antitumor antibiotic sparsomycin

  摘要：

  DOI：

  10.1016/0223-5234(89)90055-x
• 作为产物：
  描述：

  tert-butyl (2S)-2-{[(methylsulfonyl)oxy]methyl}-pyrrolidine-1-carboxylate 在 氢氧化钾 、 lithium bromide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 24.5h， 生成 (S)-2-<(acetylthio)methyl>-1-<(tert-butyloxy)carbonyl>pyrrolidine
  参考文献：
  名称：

  Dae Yoon Chi; O'Neil; Anderson, Journal of Medicinal Chemistry, 1994, vol. 37, # 7, p. 928 - 937

  摘要：

  DOI：

文献信息

• [EN] AMINOPYRIDINE COMPOUNDS AND METHODS FOR THE PREPARATION AND USE THEREOF<br/>[FR] COMPOSÉS AMINOPYRIDINE ET PROCÉDÉS POUR LEUR PRÉPARATION ET LEUR UTILISATION
  申请人：CORTEXYME INC

  公开号：WO2018209132A1

  公开（公告）日：2018-11-15

  The present invention relates generally to therapeutics targeting the bacterium Porphyromonas gingivalis, including its proteases arginine gingipain A/B (Rgp), and their use for the treatment of disorders associated with P. gingivalis infection, including brain disorders such as Alzheimer's disease. In certain embodiments, the invention provides compounds according to Formula I and Formula III, as described herein, and pharmaceutically acceptable salts thereof.

  本发明一般涉及治疗靶向细菌Porphyromonas gingivalis的治疗药物，包括其蛋白酶精氨酸龈蛋白酶A/B（Rgp），以及它们用于治疗与P. gingivalis感染相关的疾病，包括脑部疾病如阿尔茨海默病。在某些实施例中，本发明提供根据本文所述的Formula I和Formula III的化合物，以及其药用可接受的盐。
• Aminopyridine compounds and methods for the preparation and use thereof
  申请人：Cortexyme, Inc.

  公开号：US11059786B2

  公开（公告）日：2021-07-13

  The present invention relates generally to therapeutics targeting the bacterium Porphyromonas gingivalis, including its proteases arginine gingipain A/B (Rgp), and their use for the treatment of disorders associated with P. gingivalis infection, including brain disorders such as Alzheimer's disease. In certain embodiments, the invention provides compounds according to Formula I and Formula III, as described herein, and pharmaceutically acceptable salts thereof.

  本发明一般涉及针对牙龈卟啉单胞菌的治疗药物，包括其蛋白酶精氨酸龈脂酶A/B (Rgp)，及其用于治疗与牙龈卟啉单胞菌感染相关的疾病，包括脑部疾病，如阿尔茨海默氏症。在某些实施方案中，本发明提供了本文所述的根据式 I 和式 III 的化合物及其药学上可接受的盐。
• [EN] PYRIMIDINOPYRIDAZINONE DERIVATIVE AND MEDICAL USE THEREOF<br/>[FR] DÉRIVÉ DE PYRIMIDINOPYRIDAZINONE ET SON UTILISATION MÉDICALE<br/>[ZH] 哒嗪酮并嘧啶类衍生物及其医药用途
  申请人：NANJING SHUNXIN PHARMACEUTICALS CO LTD OF CHIATAI TIANQING PHARMACEUTICAL GROUP

  公开号：WO2021027943A1

  公开（公告）日：2021-02-18

  哒嗪酮并嘧啶类衍生物及其医药用途，其结构如通式(I)所示，还涉及所述通式(I)化合物的制备方法、其药物组合物以及其作为KRas G12C抑制剂在治疗癌症中的用途。
• Constrained (l-)-S-adenosyl-l-homocysteine (SAH) analogues as DNA methyltransferase inhibitors
  作者：Ljubomir Isakovic、Oscar M. Saavedra、David B. Llewellyn、Stephen Claridge、Lijie Zhan、Naomy Bernstein、Arkadii Vaisburg、Nadine Elowe、Andrea J. Petschner、Jubrail Rahil、Norman Beaulieu、France Gauthier、A. Robert MacLeod、Daniel Delorme、Jeffrey M. Besterman、Amal Wahhab

  DOI：10.1016/j.bmcl.2009.03.132

  日期：2009.5

  Potent SAH analogues with constrained homocysteine units have been designed and synthesized as inhibitors of human DNMT enzymes. The five membered (2S,4S)-4-mercaptopyrrolidine-2-carboxylic acid, in 1a, was a good replacement for homocysteine, while the corresponding six-member counterpart was less active. Further optimization of 1a, changed the selectivity pro. le of these inhibitors. A Chloro substituent at the 2-position of 1a, compound 1d, retained potency against DNMT1, while N-6 alkylation, compound 7a, conserved DNMT3b2 activity. The concomitant substitutions of 1a at both 2- and N-6 positions reduced activity against both enzymes. (C) 2009 Elsevier Ltd. All rights reserved.
• Chemical synthesis of N-peptidyl 2-pyrrolidinemethanethiol for peptide ligation
  作者：Renliang Yang、Le Qi、Yanling Liu、Yingjie Ding、Milton Sheng Yi Kwek、Chuan-Fa Liu

  DOI：10.1016/j.tetlet.2013.05.013

  日期：2013.7

  Peptides carrying a C-terminal 2-pyrrolidinemethanethiol (PMT) unit were synthesized using 9-fluorenylmethoxycarbonyl (Fmoc) solid-phase peptide synthesis (SPPS), and were shown to ligate efficiently with cysteinyl-peptides. This novel PMT-mediated ligation tolerated many different C-terminal residues and was successfully applied to a one-pot N-to-C sequential ligation reaction and the semi-synthesis of lysine 16 acetylated histone H4, demonstrating the utility of the method in peptide and protein synthesis. (C) 2013 Elsevier Ltd. All rights reserved.