methyl 4-(9-fluorenylmethylcarbonyl)amino-butanoate | 869541-06-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: methyl 4-(9-fluorenylmethylcarbonyl)amino-butanoate
• 英文别名: Fmoc-GABA-OMe；methyl 4-(9H-fluoren-9-ylmethoxycarbonylamino)butanoate
• CAS: 869541-06-0
• 化学式: C₂₀H₂₁NO₄
• 分子量: 339.391
• InChiKey: XTLGWTRHNODCQC-UHFFFAOYSA-N

物化性质

• 熔点：
  98-100 °C
• 沸点：
  520.7±33.0 °C(Predicted)
• 密度：
  1.194±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 4-(9-fluorenylmethylcarbonyl)amino-butanoate 在 phosphate buffer 、 Bacillus subtilis esterase 作用下， 以 甲醇 、 正己烷 为溶剂， 反应 48.0h， 以75%的产率得到4-(芴甲氧羰基氨基)丁酸
  参考文献：
  名称：

  酶去除羧基保护基。2.裂解苄基和甲基部分

  摘要：

  酶是用于有效去除甲基和苄基保护基团的通用试剂。来自枯草芽孢杆菌的酯酶（BS2）和来自南极假丝酵母的脂肪酶（CAL-A）可以高产率温和而选择性地除去这些部分，而不会影响其他官能团。

  DOI：

  10.1021/jo051004v
• 作为产物：
  描述：

  甲基4-({[(2-甲基-2-丙基)氧基]羰基}氨基)-2-丁酸酯 在 palladium on activated charcoal 三乙基硅烷 、 sodium carbonate 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 甲醇 、 水 为溶剂， 反应 0.58h， 生成 methyl 4-(9-fluorenylmethylcarbonyl)amino-butanoate
  参考文献：
  名称：

  Pd−C-Induced Catalytic Transfer Hydrogenation with Triethylsilane

  摘要：

  In situ generation of molecular hydrogen by addition of triethylsilane to palladium-charcoal catalyst results in rapid and efficient reduction of multiple bonds, azides, imines, and nitro groups, as well as benzyl group and allyl group deprotection under mild, neutral conditions.

  DOI：

  10.1021/jo0706123

文献信息

• DENDRIMER COMPOSITIONS AND USE IN TREATMENT OF NECROTIZING ENTEROCOLITIS AND OTHER GASTROINTESTINAL DISORDERS
  申请人：The Johns Hopkins University

  公开号：US20170119897A1

  公开（公告）日：2017-05-04

  A dendrimer formulation, such as a PAMAM dendrimer or a multiarm PEG polymeric formulation has been developed for oral administration to the gastrointestinal tract for treatment of inflammatory diseases associated with infection or cancer. In the preferred embodiment, the dendrimers are in the form of dendrimer nanoparticles comprising poly(amidoamine) (PAMAM) hydroxyl-terminated dendrimers covalently linked to at least one therapeutic, prophylactic or diagnostic agent for treatment of one or more symptoms of necrotizing enterocolitis.
• DENDRIMER COMPOSITIONS AND USE IN TREATMENT OF NEUROLOGICAL AND CNS DISORDERS
  申请人：The Johns Hopkins University

  公开号：US20170232120A1

  公开（公告）日：2017-08-17

  A dendrimer formation, such as a PAMAM dendrimer or a multiarm PEG polymeric formulation has been developed for systemic administration to the brain or central nervous system. In the preferred embodiment, the dendrimers are in the form of dendrimer nanoparticles comprising poly(amidoamine) (PAMAM) hydroxyl-terminated dendrimers covalently linked to at least one therapeutic, prophylactic or diagnostic agent for treatment of one or more symptoms of neurodegenerative, neurodevelopmental or neurological disorders such as Rett syndrome or autism spectrum disorders, D6 generation dendrimers provide significantly enhanced uptake into areas of brain Injury, providing a means for diagnosis as well, as drug delivery.
• Pd−C-Induced Catalytic Transfer Hydrogenation with Triethylsilane
  作者：Pijus K. Mandal、John S. McMurray

  DOI：10.1021/jo0706123

  日期：2007.8.1

  In situ generation of molecular hydrogen by addition of triethylsilane to palladium-charcoal catalyst results in rapid and efficient reduction of multiple bonds, azides, imines, and nitro groups, as well as benzyl group and allyl group deprotection under mild, neutral conditions.
• Enzymatic Removal of Carboxyl Protecting Groups. 2. Cleavage of the Benzyl and Methyl Moieties
  作者：Efrosini Barbayianni、Irene Fotakopoulou、Marlen Schmidt、Violetta Constantinou-Kokotou、Uwe T. Bornscheuer、George Kokotos

  DOI：10.1021/jo051004v

  日期：2005.10.1

  Enzymes are versatile reagents for the efficient removal of methyl and benzyl protecting groups. An esterase from Bacillus subtilis (BS2) and a lipase from Candida antarctica (CAL-A) allow a mild and selective removal of these moieties in high yields without affecting other functional groups.

  酶是用于有效去除甲基和苄基保护基团的通用试剂。来自枯草芽孢杆菌的酯酶（BS2）和来自南极假丝酵母的脂肪酶（CAL-A）可以高产率温和而选择性地除去这些部分，而不会影响其他官能团。