4-[2S-(2R-cyclopentylmethyl-3-hydroxycarbamoyl-propionylamino)-3,3-dimethyl-butyryl]-piperazine-1-carboxylic acid phenyl ester | 681261-57-4

• 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: 4-[2S-(2R-cyclopentylmethyl-3-hydroxycarbamoyl-propionylamino)-3,3-dimethyl-butyryl]-piperazine-1-carboxylic acid phenyl ester
• 英文别名: phenyl 4-[(2S)-2-[[(2R)-2-(cyclopentylmethyl)-4-(hydroxyamino)-4-oxobutanoyl]amino]-3,3-dimethylbutanoyl]piperazine-1-carboxylate
• CAS: 681261-57-4
• 化学式: C₂₇H₄₀N₄O₆
• 分子量: 516.638
• InChiKey: GSHHMUBUWCSXFQ-NFBKMPQASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  128
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-[2S-(3-benzyloxycarbamoyl-2R-cyclopentylmethyl-propionylamino)-3,3-dimethyl-butyryl]-piperazine-1-carboxylic acid phenyl ester 在 palladium 10% on activated carbon 氢气 作用下， 以 乙醇 、 环己烷 为溶剂， 反应 1.0h， 以46%的产率得到4-[2S-(2R-cyclopentylmethyl-3-hydroxycarbamoyl-propionylamino)-3,3-dimethyl-butyryl]-piperazine-1-carboxylic acid phenyl ester
  参考文献：
  名称：

  [EN] ANTIBACTERIAL AGENTS
  [FR] AGENTS ANTIBACTERIENS

  摘要：

  式（II）的化合物具有抗菌活性：其中：Q代表式-N（OH）CH（=0）或式-C（=O）NH（OH）的基团；R1代表氢，甲基或三氟甲基或者除非Q是式-N（OH）CH（=0）的基团，还可以是一个羟基，卤素或氨基；R2代表一个基团R10-(D)n-(ALK)m-，其中R10代表氢或者一个可选择取代的C1-C6烷基，C2-C6炔基，C2-C6炔基，环烷基，芳基或杂环烷基，ALK代表一条直链或支链的二价C1-C6烷基，C2-C6炔基或C2-C6炔基基团，并且可以被一个或多个非相邻的-NH-，-O-或-S-连接所中断，D代表-NH-，-O-或-S-，m和n独立地为0或1；R4代表天然或非天然α-氨基酸的侧链；环A代表一个可选择取代的含有5到7个环原子的单环杂环，其中之一是所示的氮原子，其余环原子选自碳，氧，硫和氮的兼容组合；X是氧或硫；Y是氧，硫或-NH-；R为0，1，2或3；环B代表一个可选择取代的碳环或杂环环系统。

  公开号：

  WO2004033441A1

文献信息

• Antibacterial agents
  申请人：Beckett Paul Raymond

  公开号：US20070129310A1

  公开（公告）日：2007-06-07

  Compounds of formula (II) have antibacterial activity: wherein: Q represents a radical of formula —N(OH)CH(═0) or formula —C(═O)NH(OH); R 1 represents hydrogen, methyl or trifluoromethyl or, except when Q is a radical of formula —N(OH)CH(═0), a hydroxy, halo or amino group; R 2 represents a group R 10 —(D) n —(ALK) m — wherein R 10 represents hydrogen or an optionally substituted C -C 6 alkyl, C 2 -C 6 alkynyl, C 2 -C 6 alkynyl, cycloalkyl, aryl, or heterocyclyl group and ALK represents a straight or branched divalent C -C 6 alkylene, C 2 -C 6 alkynylene, or C 2 -C 6 alkynylene radical, and may be interrupted by one or more non-adjacent —NH—, —O—or -Slinkages, D represents —NH—, —O—or —S—, and m and n are independently 0 or 1; R 4 represents the side chain of a natural or non-natural alpha amino acid; ring A represents an optionally substituted monocyclic heterocyclic ring containing from 5 to 7 ring atoms, one of which is the nitrogen atom shown, the remaining ring atoms being selected from compatible combinations of carbon, oxygen, sulfur and nitrogen; X is oxygen or sulfur; Y is oxygen, sulfur or —NH—; R is 0, 1, 2 or 3; and ring B represents an optionally substituted carbocyclic or heterocyclic ring system.
• [EN] ANTIBACTERIAL AGENTS<br/>[FR] AGENTS ANTIBACTERIENS
  申请人：BRITISH BIOTECH PHARM

  公开号：WO2004033441A1

  公开（公告）日：2004-04-22

  Compounds of formula (II) have antibacterial activity: wherein: Q represents a radical of formula -N(OH)CH(=0) or formula -C(=O)NH(OH); R1 represents hydrogen, methyl or trifluoromethyl or, except when Q is a radical of formula -N(OH)CH(=0), a hydroxy, halo or amino group; R2 represents a group R10-(D)n-(ALK)m- wherein R10 represents hydrogen or an optionally substituted C1-C6 alkyl, C2-C6 alkynyl, C2-C6 alkynyl, cycloalkyl, aryl, or heterocyclyl group and ALK represents a straight or branched divalent C1-C6 alkylene, C2-C6 alkynylene, or C2-C6 alkynylene radical, and may be interrupted by one or more non-adjacent -NH-, -O- or -S­linkages, D represents -NH-, -O- or -S-, and m and n are independently 0 or 1; R4 represents the side chain of a natural or non-natural alpha amino acid; ring A represents an optionally substituted monocyclic heterocyclic ring containing from 5 to 7 ring atoms, one of which is the nitrogen atom shown, the remaining ring atoms being selected from compatible combinations of carbon, oxygen, sulfur and nitrogen; X is oxygen or sulfur; Y is oxygen, sulfur or -NH-; R is 0, 1, 2 or 3; and ring B represents an optionally substituted carbocyclic or heterocyclic ring system.

  式（II）的化合物具有抗菌活性：其中：Q代表式-N（OH）CH（=0）或式-C（=O）NH（OH）的基团；R1代表氢，甲基或三氟甲基或者除非Q是式-N（OH）CH（=0）的基团，还可以是一个羟基，卤素或氨基；R2代表一个基团R10-(D)n-(ALK)m-，其中R10代表氢或者一个可选择取代的C1-C6烷基，C2-C6炔基，C2-C6炔基，环烷基，芳基或杂环烷基，ALK代表一条直链或支链的二价C1-C6烷基，C2-C6炔基或C2-C6炔基基团，并且可以被一个或多个非相邻的-NH-，-O-或-S-连接所中断，D代表-NH-，-O-或-S-，m和n独立地为0或1；R4代表天然或非天然α-氨基酸的侧链；环A代表一个可选择取代的含有5到7个环原子的单环杂环，其中之一是所示的氮原子，其余环原子选自碳，氧，硫和氮的兼容组合；X是氧或硫；Y是氧，硫或-NH-；R为0，1，2或3；环B代表一个可选择取代的碳环或杂环环系统。