(2-cyclopropyl-1-formylethyl)carbamic acid tert-butyl ester | 394735-40-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2-cyclopropyl-1-formylethyl)carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[1-(cyclopropylmethyl)-2-oxoethyl]carbamate；tert-butyl (1-cyclopropyl-3-oxopropan-2yl)carbamate；tert-butyl N-(1-cyclopropyl-3-oxopropan-2-yl)carbamate
• CAS: 394735-40-1
• 化学式: C₁₁H₁₉NO₃
• 分子量: 213.277
• InChiKey: ZXCJNTBHTFXMTR-UHFFFAOYSA-N

物化性质

• 沸点：
  311.3±25.0 °C(Predicted)
• 密度：
  1.066±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-cyclopropyl-1-formylethyl)carbamic acid tert-butyl ester 在 盐酸 、 sodium hydroxide 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 3-tert-butoxycarbonylamino-4-cyclopropyl-2-hydroxybutyric acid methyl ester
  参考文献：
  名称：

  Novel inhibitors of hepatitis C NS3–NS4A serine protease derived from 2-aza-bicyclo[2.2.1]heptane-3-carboxylic acid

  摘要：

  Prolonged hepatitis C infection is the leading cause for cirrhosis of the liver and hepatocellular carcinoma. The etiological agent HCV virus codes a single polyprotein of similar to 3000 amino acids that is processed with the help of a serine protease NS3A to produce structural and non-structural proteins required for viral replication. Inhibition of NS3 protease can potentially be used to develop drugs for treatment of HCV infections. Herein, we report the development of a series of novel NS3 serine protease inhibitors derived from 2-aza-bicyclo[2.2.1]-heptane carboxylic acid with potential therapeutic use for treatment of HCV infections. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.046
• 作为产物：
  描述：

  2-Amino-3-cyclopropyl-propionic acid ethyl ester 在 N-甲基吗啉 、 lithium hydroxide 、 lithium aluminium tetrahydride 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 生成 (2-cyclopropyl-1-formylethyl)carbamic acid tert-butyl ester
  参考文献：
  名称：

  Discovery of (1R,5S)-N-[3-Amino-1-(cyclobutylmethyl)-2,3-dioxopropyl]- 3-[2(S)-[[[(1,1-dimethylethyl)amino]carbonyl]amino]-3,3-dimethyl-1-oxobutyl]- 6,6-dimethyl-3-azabicyclo[3.1.0]hexan-2(S)-carboxamide (SCH 503034), a Selective, Potent, Orally Bioavailable Hepatitis C Virus NS3 Protease Inhibitor:  A Potential Therapeutic Agent for the Treatment of Hepatitis C Infection

  摘要：

  Hepatitis C virus (HCV) infection is the major cause of chronic liver disease, leading to cirrhosis and hepatocellular carcinoma, which affects more than 170 million people worldwide. Currently the only therapeutic regimens are subcutaneous interferon-alpha or polyethylene glycol (PEG)-interferon-alpha alone or in combination with oral ribavirin. Although combination therapy is reasonably successful with the majority of genotypes, its efficacy against the predominant genotype (genotype 1) is moderate at best, with only about 40% of the patients showing sustained virological response. Herein, the SAR leading to the discovery of 70 (SCH 503034), a novel, potent, selective, orally bioavailable NS3 protease inhibitor that has been advanced to clinical trials in human beings for the treatment of hepatitis C viral infections is described. X-ray structure of inhibitor 70 complexed with the NS3 protease and biological data are also discussed.

  DOI：

  10.1021/jm060325b

文献信息

• [EN] PESTICIDALLY ACTIVE FUSED BICYCLIC HETEROAROMATIC COMPOUNDS<br/>[FR] COMPOSÉS HÉTÉROAROMATIQUES BICYCLIQUES FUSIONNÉS À ACTION PESTICIDE
  申请人：SYNGENTA CROP PROTECTION AG

  公开号：WO2021083936A1

  公开（公告）日：2021-05-06

  Compounds of formula (I), wherein the substituents are as defined in claim 1, and the agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of those compounds, can be used as insecticides.

  式(I)的化合物，其中取代基如权利要求1所定义，并且这些化合物的农药可接受的盐、立体异构体、对映异构体、互变异构体和N-氧化物，可用作杀虫剂。
• [EN] PESTICIDALLY ACTIVE DIAZINE-AMIDE COMPOUNDS<br/>[FR] COMPOSÉS DIAZINE-AMIDE À ACTION PESTICIDE
  申请人：SYNGENTA CROP PROTECTION AG

  公开号：WO2020208036A1

  公开（公告）日：2020-10-15

  Compounds of formula (I) wherein the substituents are as defined in claim 1, and the agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of those compounds, can be used as insecticides.

  式(I)中的化合物，其中取代基如权利要求1中定义的那样，以及这些化合物的农药可接受的盐、立体异构体、对映体、互变异构体和N-氧化物，可用作杀虫剂。
• [EN] PESTICIDALLY ACTIVE DIAZINE-AMIDE COMPOUNDS<br/>[FR] COMPOSÉS DE DIAZINE-AMIDE À ACTION PESTICIDE
  申请人：SYNGENTA CROP PROTECTION AG

  公开号：WO2020201398A1

  公开（公告）日：2020-10-08

  Compounds of formula I (Formula I) wherein the substituents are as defined in claim 1, and the agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of those compounds, can be used as insecticides.

  式I（化学式I）的化合物，其中取代基如权利要求书中所定义，并且这些化合物的农药可接受的盐、立体异构体、对映异构体、互变异构体和N-氧化物可以用作杀虫剂。
• [EN] PESTICIDALLY ACTIVE PYRAZINE-AMIDE COMPOUNDS<br/>[FR] COMPOSÉS DE PYRAZINE-AMIDE À ACTION PESTICIDE
  申请人：SYNGENTA CROP PROTECTION AG

  公开号：WO2021037614A1

  公开（公告）日：2021-03-04

  Compounds of formula I wherein the substituents are as defined in claim 1, and the agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of those compounds, can be used as insecticides.

  具有式I的化合物，其中取代基如权利要求书中定义的那样，以及这些化合物的农药可接受的盐、立体异构体、对映异构体、互变异构体和N-氧化物，可以用作杀虫剂。
• [EN] PESTICIDALLY ACTIVE FUSED BICYCLIC HETEROAROMATIC AMINO COMPOUNDS<br/>[FR] COMPOSÉS AMINÉS HÉTÉROAROMATIQUES BICYCLIQUES CONDENSÉS À ACTION PESTICIDE
  申请人：SYNGENTA CROP PROTECTION AG

  公开号：WO2021151926A1

  公开（公告）日：2021-08-05

  PESTICIDALLY ACTIVE FUSED BICYCLIC HETEROAROMATIC COMPOUNDS Compounds of formula (I) wherein the substituents are as defined in claim 1, and the agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of those compounds, can be used as insecticides.

  具有杀虫活性的融合双环杂芳化合物，化合物的公式为(I)，其中取代基如权利要求书1所定义，以及这些化合物的农业化学可接受的盐、立体异构体、对映异构体、互变异构体和N-氧化物，可以用作杀虫剂。