(2S,3R,5S)-5-ethyl-2-(hydroxymethyl)pyrrolidin-3-ol | 1449498-79-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (2S,3R,5S)-5-ethyl-2-(hydroxymethyl)pyrrolidin-3-ol
• CAS: 1449498-79-6
• 化学式: C₇H₁₅NO₂
• 分子量: 145.202
• InChiKey: IYKSNZTUIGABKS-LYFYHCNISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  52.5
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2S,3R,5S)-3-{(tert-butyldimethylsilyl)oxy}-2-[{(tert-butyldimethylsilyl)oxy}methyl]-5-ethylpyrrolidine 在 盐酸 作用下， 以 水 为溶剂， 反应 1.0h， 以100%的产率得到(2S,3R,5S)-5-ethyl-2-(hydroxymethyl)pyrrolidin-3-ol
  参考文献：
  名称：

  ASYMMETRIC SYNTHESIS OF 1-ALKYL-2-DEOXYIMINOFURANOSES VIA THE IRIDIUM-CATALYZED INTRAMOLECULAR CYCLIZATION OF AN ALLYLIC CARBONATE

  摘要：

  An asymmetric synthesis of 1-alkyl-2-deoxyiminofuranoses was achieved in which the Ir-catalyzed intramolecular cyclization was the key step. The diastereoselective cyclization converted an allylic carbonate into pyrrolidine derivatives. The alpha-glucosidase inhibitory activities of the prepared 2-deoxyiminofuranoses were also investigated.

  DOI：

  10.3987/com-12-s(n)99

文献信息

• [EN] COMPOUNDS FOR THEIR USE AS DRUGS FOR THE TREATMENT AND/OR THE PREVENTION OF INFECTION(S) CAUSED BY BIOFILM-FORMING BACTERIA<br/>[FR] COMPOSÉS À UTILISER EN TANT QUE MÉDICAMENTS POUR LE TRAITEMENT ET/OU LA PRÉVENTION D'UNE OU DE PLUSIEURS INFECTIONS PROVOQUÉES PAR DES BACTÉRIES GÉNÉRATRICES DE BIOFILM
  申请人：CENTRE NAT RECH SCIENT

  公开号：WO2016030434A1

  公开（公告）日：2016-03-03

  The present invention relates to compounds of the following formula (I), wherein: m represents an integer being equal to 0, 1, 2, 3, 4, 5 or 6, X represents a simple bond or a radical -CHR1 wherein R1 represents: - a hydrogen atom, or - a linear or branched, possibly interrupted by up to 3 heteroatoms selected from O, S or N and/or possibly substituted, (C1-C12)-alkyl, R2, R3 and R4 represent independently from each other: - a hydrogen atom, or - a linear or branched (C1-C12-alkyl or (C1-C12)-acyl R5 represents: - a hydrogen atom, or - a linear or branched, possibly substituted, (C1-C13)-alkyi possibly substituted and possibly interrupted by up to 3 heteroatoms selected from O, S or N, R6 represents: - a hydrogen atom, or - a linear or branched possibly substituted (C1-C12)-alkyl, possibly substituted and possibly interrupted by up to 3 heteroatoms selected from O, S or N, for their use as antibacterial drugs for the treatment and/or the prevention of infection(s) caused by biofilm-forming bacteria.

  本发明涉及以下式(I)的化合物，其中：m表示整数，可以等于0、1、2、3、4、5或6，X表示简单键或基团-CHR1，其中R1表示：-氢原子，或-线性或支链，可能被最多3个来自O、S或N的杂原子中断和/或可能被取代的(C1-C12)-烷基，R2、R3和R4分别独立地表示：-氢原子，或-线性或支链(C1-C12)-烷基或(C1-C12)-酰基，R5表示：-氢原子，或-线性或支链，可能被取代的(C1-C13)-烷基，可能被取代和最多被3个来自O、S或N的杂原子中断，R6表示：-氢原子，或-线性或支链，可能被取代和最多被3个来自O、S或N的杂原子中断的(C1-C12)-烷基，用作抗菌药物，用于治疗和/或预防由生物膜形成细菌引起的感染。