tert-butyl 1-acetylcyclopropane-1-carboxylate | 102540-66-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: tert-butyl 1-acetylcyclopropane-1-carboxylate
• 英文别名: tert-butyl 1-acetylcyclopropanecarboxylate；1-acetylcyclopropane-1-carboxylic acid tert-butyl ester；1-acetyl-1-cyclopropanecarboxylic acid tert-butyl ester；tert-butyl 1-acetyl-1-cyclopropanecarboxylate
• CAS: 102540-66-9
• 化学式: C₁₀H₁₆O₃
• 分子量: 184.235
• InChiKey: BTPNOGPKTZGTPZ-UHFFFAOYSA-N

物化性质

• 沸点：
  231.2±23.0 °C(Predicted)
• 密度：
  1.083±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl 1-acetylcyclopropane-1-carboxylate 在 Raney nickel (R-100) 盐酸 、 氨 、 水 、 氢气 、 氯化铵 、 六甲基二硅氮烷 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醇 、 水 、 乙腈 为溶剂， 反应 33.5h， 生成 tert-butyl (7-methyl-4-oxo-5-azaspiro[2.4]hept-7-yl)carbamate
  参考文献：
  名称：

  HYDRATE FOR MEDICAL PURPOSES

  摘要：

  公开号：

  EP2000467B1
• 作为产物：
  描述：

  乙酰乙酸叔丁酯 、 1,2-二溴乙烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 101.0h， 以67%的产率得到tert-butyl 1-acetylcyclopropane-1-carboxylate
  参考文献：
  名称：

  Tri-, tetra-substituted-3-aminopyrrolidine derivative

  摘要：

  提供了一种喹诺酮合成抗菌剂和治疗感染的药物，对革兰氏阳性和革兰氏阴性细菌均表现出广谱和强效的抗菌活性，并且具有很高的安全性。所提供的化合物由以下式（I）表示： 其中R1和R2代表氢原子，或类似物；R3代表含有1至6个碳原子的烷基基团，或类似物；R4和R5独立地代表氢原子，含有1至6个碳原子的烷基基团，或类似物，但R4和R5不同时代表氢原子；或取代基R4和R5一起代表（a）包括由R4和R5共享的碳原子形成螺环结构与吡咯烷环形成螺环结构的3至6成员环结构；R6和R7独立地代表氢原子，含有1至6个碳原子的烷基基团，或类似物；R8代表含有1至6个碳原子的卤代烷基基团，或类似物；X1代表氢原子或卤原子；A代表氮原子或由式（II）表示的基团。

  公开号：

  US20060264428A1

文献信息

• [EN] PHARMACEUTICAL COMPOUNDS<br/>[FR] COMPOSÉS PHARMACEUTIQUES
  申请人：ASTEX THERAPEUTICS LTD

  公开号：WO2013064543A1

  公开（公告）日：2013-05-10

  The invention provides compounds that are useful in the treatment of hepatitis C virus (HCV) infections. The compounds have the formula (1): or a salt, N-oxide, tautomer or stereoisomer thereof, wherein A is CH or N; E is CH or N; R1 is selected from: an optionally substituted acyclic C1-8 hydrocarbon group wherein one carbon atom of the acyclic C1-8 hydrocarbon group may optionally be replaced by O, S, NRC, S(O) or SO2, or two adjacent carbon atoms of the acyclic d-β hydrocarbon group may optionally be replaced by CONRc, NRcCO, NRcSO2 or SO2NRc provided that in each case at least one carbon atom of the acyclic C1-8 hydrocarbon group remains; and an optionally substituted monocyclic carbocyclic or heterocyclic group of 3 to 7 ring members, of which 0, 1, 2, 3 or 4 are heteroatom ring members selected from O, N and S; R2 is hydrogen or X-R8; X is a C1-8 alkanediyl group wherein one carbon atom of the C1-8 alkanediyl group may optionally be bonded to a -CH2-CH2- moiety to form a cyclopropane-1,1-diyl group or two adjacent carbon atoms of the C1-8 alkanediyl group may optionally be bonded to a -(CH2)n moiety, where n is 1 to 5, to form a C3-7-cycloalkane-1,2-diyl group; R3 is an optionally substituted 3- to 10-membered monocyclic or bicyclic carbocyclic or heterocyclic ring containing 0-3 heteroatom ring members selected from N, O and S; R4 is hydrogen or R43 wherein R43 is halogen; cyano; C1-4 alkyl; fluoro-1.4 alkyl; C1-4 alkoxy; fluoro-C1-4 alkoxy; hydroxy-C1-4 alkyl; or C1-2 alkoxy-C1-4 alkyl; R5 is hydrogen or R53 wherein R53 is selected from C1-2 alkyl optionally substituted with fluorine; C1-3 alkoxy optionally substituted with fluorine; halogen; cyclopropyl; and cyano; R8 is hydroxy or C(=O)NR10R11; provided that when R8 is hydroxy, there are at least two carbon atoms in line between the hydroxy group and the nitrogen atom to which X is attached; R10 is hydrogen or C1-4 alkyl; and R11 is hydrogen; amino-C2-4 alkyl or hydroxy-C2-4 alkyl; but excluding the compounds 1-(3-benzoylphenyl)-ethylamine and 1-(3-furan-2-oylcarbonylphenyl)-ethylamine.

  该发明提供了在治疗丙型肝炎病毒（HCV）感染中有用的化合物。这些化合物的化学式为（1）：或其盐、N-氧化物、互变异构体或立体异构体，其中A为CH或N；E为CH或N；R1从以下选取：一个可选择取代的非环C1-8碳氢化合物基团，其中非环C1-8碳氢化合物基团的一个碳原子可选择被O、S、NRC、S(O)或SO2取代，或者非环d-β碳氢化合物基团的两个相邻碳原子可选择被CONRc、NRcCO、NRcSO2或SO2NRc取代，但在每种情况下非环C1-8碳氢化合物基团至少保留一个碳原子；和一个可选择取代的含3至7个环成员的单环碳环或杂环基团，其中0、1、2、3或4个是O、N和S的杂原子环成员；R2为氢或X-R8；X为一个C1-8烷二基基团，其中C1-8烷二基基团的一个碳原子可选择与一个-CH2- -基团结合形成环丙烷-1,1-二基基团，或者C1-8烷二基基团的两个相邻碳原子可选择与一个-( )n基团结合，其中n为1至5，形成一个C3-7环烷-1,2-二基基团；R3为一个可选择取代的含0-3个N、O和S杂原子环成员的3至10个成员的单环或双环碳环或杂环环；R4为氢或R43，其中R43为卤素；氰基；C1-4烷基；氟代-1,4烷基；C1-4烷氧基；氟代-C1-4烷氧基；羟基-C1-4烷基；或C1-2烷氧基-C1-4烷基；R5为氢或R53，其中R53选自可选择用氟取代的C1-2烷基；可选择用氟取代的C1-3烷氧基；卤素；环丙基；和氰基；R8为羟基或C(=O)NR10R11；但当R8为羟基时，羟基与X连接的氮原子之间至少有两个碳原子；R10为氢或C1-4烷基；R11为氢；氨基-C2-4烷基或羟基-C2-4烷基；但不包括化合物1-(3-苯甲酰基苯基)-乙胺和1-(3-呋喃-2-酰基苯基)-乙胺。
• Efficient cyclopropanation of aryl/heteroaryl acetates and acetonitriles with vinyl diphenyl sulfonium triflate
  作者：Mingwei Zhou、Yimin Hu、Ke En、Xuefei Tan、Hong C. Shen、Xuhong Qian

  DOI：10.1016/j.tetlet.2018.02.080

  日期：2018.4

  A convenient method was developed for the cyclopropanation of aryl acetates and aryl acetonitrile using vinyl diphenyl sulfonium triflate salt. The newly developed conditions are simple, mild, and compatible with a wide range of functional groups, without the need to apply an inert atmosphere, or alkali bases.

  开发了一种方便的方法，该方法使用乙烯基二苯基sulf三氟甲磺酸盐对乙酸芳基酯和芳基乙腈进行环丙烷化。新开发的条件简单，温和，并且与各种官能团兼容，而无需施加惰性气氛或碱金属。
• TRI-, TETRA-SUBSTITUTED-3-AMINOPYRROLIDINE DERIVATIVE
  申请人：TAKAHASHI Hisashi

  公开号：US20090253726A1

  公开（公告）日：2009-10-08

  A quinolone synthetic antibacterial agent and a therapeutic agent for an infection which exhibit broad spectrum and strong antibacterial activity for both Gram positive and Gram negative bacteria, and which are also highly safe are provided. The compound provided is represented by formula (I):

  提供了一种喹诺酮合成抗菌剂和治疗感染的药物，具有广谱和强大的抗菌活性，对革兰氏阳性和革兰氏阴性细菌均有作用，并且非常安全。所提供的化合物由式（I）表示。
• METHOD FOR PRODUCING ASYMMETRIC TETRASUBSTITUTED CARBON ATOM-CONTAINING COMPOUND
  申请人：Tani Yuichiro

  公开号：US20090054648A1

  公开（公告）日：2009-02-26

  The invention provides an industrial method for producing a spiroaminopyrrolidone derivative, which is an intermediate for producing a quinolone antibacterial agent. The invention provides a method for producing a compound represented by formula (2): (wherein n is an integer of 2 to 5; R 1 represents a (substituted) alkyl group or a (substituted) aryl group; and R 2 represents a (substituted) alkoxycarbonyl group, a (substituted) aralkyloxycarbonyl group, a (substituted) aliphatic acyl group, or a (substituted) aromatic acyl group), which includes treating a compound represented by formula (1): (wherein n, R 1 , and R 2 are the same as defined above; and R 3 represents a hydrogen atom, a (substituted) alkyl group, or a (substituted) aralkyl group) under a hydrogen gas atmosphere in the presence of a metallic catalyst.

  本发明提供了一种工业方法，用于生产螺环氨基吡咯烷衍生物，该衍生物是生产喹诺酮类抗菌剂的中间体。本发明提供了一种生产由式（2）表示的化合物的方法：（其中n是2至5的整数；R1表示（取代）烷基或（取代）芳基；R2表示（取代）烷氧羰基，（取代）芳基烷氧羰基，（取代）脂肪酰基或（取代）芳香酰基），其包括在金属催化剂存在下，在氢气气氛下处理由式（1）表示的化合物：（其中n，R1和R2如上定义；R3表示氢原子，（取代）烷基或（取代）芳基烷基）。
• Method for Production of Quinolone-Containing Lyophilized Preparation
  申请人：Nishimoto Norihiro

  公开号：US20080300403A1

  公开（公告）日：2008-12-04

  The present invention is directed to a lyophilized preparation which contains a synthetic quinolone antibacterial compound and, as a solo additive, a pH-adjusting agent, and which exhibits an excellent reconstituting property. The invention provides a method for producing a lyophilized preparation containing a synthetic quinolone antibacterial compound as an active ingredient, characterized by including, sequentially, cooling an aqueous solution containing a synthetic quinolone antibacterial compound and a pH-adjusting agent to yield a frozen product, elevating the temperature of the frozen product, and re-cooling the resultant to prepare the lyophilized preparation.

  本发明涉及一种冻干制剂，其包含合成喹诺酮类抗菌化合物和一个pH调节剂作为单一添加剂，并表现出优异的重构性能。本发明提供了一种制备含有合成喹诺酮类抗菌化合物作为活性成分的冻干制剂的方法，其特征在于依次包括将含有合成喹诺酮类抗菌化合物和pH调节剂的水溶液冷却以产生冻结产物，提高冻结产物的温度，然后再次冷却以制备冻干制剂。