三甲基硅烷基4-[(三甲基硅烷基)氨基]丁酸酯 | 39538-11-9

• 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
• 中文名称: 三甲基硅烷基4-[(三甲基硅烷基)氨基]丁酸酯
• 英文名称: N,O-bis(trimethylsilyl)-4-aminobutyric acid
• 英文别名: N,O-Bis-(trimethylsilyl)-4-aminobuttersaeure；Butanoic acid, 4-[(trimethylsilyl)amino]-, trimethylsilyl ester；trimethylsilyl 4-(trimethylsilylamino)butanoate
• CAS: 39538-11-9
• 化学式: C₁₀H₂₅NO₂Si₂
• 分子量: 247.485
• InChiKey: ZRQMOACDJFMJPD-UHFFFAOYSA-N

物化性质

• 沸点：
  233.0±23.0 °C(Predicted)
• 密度：
  0.892±0.06 g/cm3(Predicted)
• 保留指数：
  1306;1310

计算性质

• 辛醇/水分配系数(LogP)：
  2.57
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  三甲基硅烷基4-[(三甲基硅烷基)氨基]丁酸酯 、 邻乙酰水杨酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Studies Directed at the Use of a Parallel Synthesis Matrix to Increase Throughput in an in Vivo Assay

  摘要：

  Heparin is the anticoagulant of choice for hospitalized patients, but it is dosed only by injection because it is not absorbed following oral administration. We have discovered and prepared compounds (delivery agents) that facilitate the gastrointestinal absorption of heparin in rats, monkeys, and humans when given orally. We are currently developing a parallel synthesis approach to increase our delivery agent screening throughput in vivo. This approach has been used to produce micromolar quantities of compounds for testing in rats in a 5 x 5 parallel synthesis array. Using an amine benzoylation reaction sequence, 10 mixtures were prepared. These mixtures contained equal weight quantities of five N-substituted, non-alpha, amino acid delivery agents. Each of these mixtures was orally administered to rats in combination with heparin, and plasma clotting times (APTT) were measured to determine activity. Deconvolution of the data accurately identified the most active individual components. Independent synthesis of these compounds verified their activity. This parallel synthesis approach is an effective tool for the screening of oral heparin delivery agents and has increased screening throughput significantly.

  DOI：

  10.1021/jm990416r
• 作为产物：
  描述：

  三甲基氯硅烷 、 4-氨基丁酸 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 三甲基硅烷基4-[(三甲基硅烷基)氨基]丁酸酯
  参考文献：
  名称：

  与氨基三甲基甲硅烷基酯水解肽和肽合成

  摘要：

  Verschiedene Methoden der Silylierung vonAminosäurenand Oligopeptideide werden untersucht und verglichen。在N-三甲基甲硅烷基-氨基三氨基甲硅烷基酯1中，氨基三甲硅烷基酯2中的三甲基氯硅烷定量分析。Diese werden im Eintopfverfahren direkt zur Peptidsthese weiterverwendet。模具ReaktivitätDERAminosäuretrimethylsilylester 2 gegenüberverschiedenartig aktiviertenAminosäurederivatenwird untersucht UND MIT DER冯Ñ三甲基甲硅烷-aminosäuresilylestern 1 verglichen。

  DOI：

  10.1002/jlac.19727630103

文献信息

• A mechanism for the addition of multiple moles of glutamate by folylpolyglutamate synthetase
  作者：Richard G. Moran、Paul D. Colman、Ronald A. Forsch、Andre Rosowsky

  DOI：10.1021/jm00376a005

  日期：1984.10

  the alpha-carboxyl of folyl monoglutamates would allow correct positioning of the terminal gamma-carboxyl of the chain for reaction. This binding mechanism would be compatible with the utilization of a single enzyme species for the addition of glutamate to the monoglutamate or oligoglutamate forms of folates and folate analogues.

  已经研究了α-羧基在甲氨蝶呤（MeAPA-Glu）和甲氨蝶呤的γ-谷氨酸衍生物（MeAPA-Glu-Glu）在叶酰聚谷氨酸合成酶（FPGS）催化的反应中的作用。小鼠肝蛋白的（NH4）2SO4沉淀物中所含的FPGS种类相同的FPGS物质将MeAPA-Glu和MeAPA-Glu-Glu接受为底物，可以通过在两种底物的饱和浓度下缺乏产品形成的加性来判断。MeAPA-Gaba，一种缺乏α-羧基的MeAPA-Glu类似物，没有活性作为该酶的底物，MeAPA-Glu-Gaba，即缺乏末端谷氨酸的α-羧基的MeAPA-Glu-Glu的类似物。但是，MeAPA-Gaba-Glu是MeAPA-Glu-Glu的类似物，在第一个谷氨酸上没有α-羧基，FPGS的底物活性接近MeAPA-Glu-Glu。这些结果表明，α-羧基对于叶酰单谷氨酸以正确的取向结合至FPGS以进行催化是必不可少的。此外，叶酰低聚谷氨酸酯的末
• Reagents and Synthetic Methods; 19. Synthesis of<i>N</i>-(<i>N</i>-Aryl- or<i>N</i>-Alkylaminocarbonyl)-amino Acids by Addition of<i>N,O</i>-Bis[trimethylsilyl]amino Acids to Isocyanates
  作者：A. Arrieta、C. Palomo

  DOI：10.1055/s-1982-30060

  日期：——
• Studies Directed at the Use of a Parallel Synthesis Matrix to Increase Throughput in an in Vivo Assay
  作者：Andrea Leone-Bay、John Freeman、Doris O'Toole、Connie Rosado-Gray、Sirpa Salo-Kostmayer、Monica Tai、Frank Mercogliano、Robert A. Baughman

  DOI：10.1021/jm990416r

  日期：2000.9.1

  Heparin is the anticoagulant of choice for hospitalized patients, but it is dosed only by injection because it is not absorbed following oral administration. We have discovered and prepared compounds (delivery agents) that facilitate the gastrointestinal absorption of heparin in rats, monkeys, and humans when given orally. We are currently developing a parallel synthesis approach to increase our delivery agent screening throughput in vivo. This approach has been used to produce micromolar quantities of compounds for testing in rats in a 5 x 5 parallel synthesis array. Using an amine benzoylation reaction sequence, 10 mixtures were prepared. These mixtures contained equal weight quantities of five N-substituted, non-alpha, amino acid delivery agents. Each of these mixtures was orally administered to rats in combination with heparin, and plasma clotting times (APTT) were measured to determine activity. Deconvolution of the data accurately identified the most active individual components. Independent synthesis of these compounds verified their activity. This parallel synthesis approach is an effective tool for the screening of oral heparin delivery agents and has increased screening throughput significantly.
• Über die Silylierung von Aminosäuren und die Peptidsynthese mit Aminosäuretrimethylsilylestern
  作者：Hans R. Kricheldorf

  DOI：10.1002/jlac.19727630103

  日期：1972.11.24

  Verschiedene Methoden der Silylierung von Aminosäuren und Oligopeptiden werden untersucht und verglichen. Unter geeigneten Reaktionsbedingungen lassen sich Aminosäuren mit Trimethylchlorsilan quantitativ in Aminosäuretrimethylsilylester 2 oder in N-Trimethylsilyl-aminosäuretrimethylsilylester 1 überführen. Diese werden im Eintopfverfahren direkt zur Peptidsynthese weiterverwendet. Die Reaktivität der Ami

  Verschiedene Methoden der Silylierung vonAminosäurenand Oligopeptideide werden untersucht und verglichen。在N-三甲基甲硅烷基-氨基三氨基甲硅烷基酯1中，氨基三甲硅烷基酯2中的三甲基氯硅烷定量分析。Diese werden im Eintopfverfahren direkt zur Peptidsthese weiterverwendet。模具ReaktivitätDERAminosäuretrimethylsilylester 2 gegenüberverschiedenartig aktiviertenAminosäurederivatenwird untersucht UND MIT DER冯Ñ三甲基甲硅烷-aminosäuresilylestern 1 verglichen。

表征谱图