L-isoleucine tert-butylamide | 120952-66-1

• 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: L-isoleucine tert-butylamide
• 英文别名: (2S,3S)-2-amino-N-tert-butyl-3-methylpentanamide
• CAS: 120952-66-1
• 化学式: C₁₀H₂₂N₂O
• 分子量: 186.297
• InChiKey: MRNFEQNTIFETHR-YUMQZZPRSA-N

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：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  L-isoleucine tert-butylamide 、 乙酸酐 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 生成
  参考文献：
  名称：

  Preparation of N-acetyl, tert-butyl amide derivatives of the 20 natural amino acids

  摘要：

  N-Acetyl-AA(amino acid)-NHtBu derivatives of all 20 naturally occurring amino acids have been synthesized. Syntheses were performed via solution-phase methodology with yields that allow for access to gram quantities of substrates, in most cases. Syntheses include the coupling of a hindered amine, tert-butylamine, with each amino acid, either directly or in two steps using an activated ester isolated as an intermediate. The introduction of protecting groups was necessary in some cases. The development of synthetic sequences to access challenging substrates, such as the one derived from asparagine, are discussed.

  DOI：

  10.1007/s00726-009-0279-y
• 作为产物：
  描述：

  C₂₅H₃₂N₂O₃ 在 哌啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.42h， 生成 L-isoleucine tert-butylamide
  参考文献：
  名称：

  Preparation of N-acetyl, tert-butyl amide derivatives of the 20 natural amino acids

  摘要：

  N-Acetyl-AA(amino acid)-NHtBu derivatives of all 20 naturally occurring amino acids have been synthesized. Syntheses were performed via solution-phase methodology with yields that allow for access to gram quantities of substrates, in most cases. Syntheses include the coupling of a hindered amine, tert-butylamine, with each amino acid, either directly or in two steps using an activated ester isolated as an intermediate. The introduction of protecting groups was necessary in some cases. The development of synthetic sequences to access challenging substrates, such as the one derived from asparagine, are discussed.

  DOI：

  10.1007/s00726-009-0279-y

文献信息

• 2-oxoethyl derivatives as immunosuppressants
  申请人：Miles Inc.

  公开号：US05686424A1

  公开（公告）日：1997-11-11

  A class of compounds that suppress human T-lymphocyte proliferation is disclosed. The active compounds essentially contain at least the following structure: ##STR1##

  本发明揭示了一类抑制人类T淋巴细胞增殖的化合物。活性化合物基本上包含至少以下结构：##STR1##
• Amino acid derivatives
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP0386611A2

  公开（公告）日：1990-09-12

  Compounds of the formula wherein R¹ represents alkoxycarbonyl, aralkoxycarbonyl, alkanoyl, aralkanoyl, aroyl, cycloalkylcarbonyl, heterocyclylcarbonyl, heterocyclyl-alkanoyl, 6-(dibenzylcarbamoyl)-4-oxohexanoyl or an acyl group of an α-amino acid in which the amino group is substituted by alkoxycaronyl, aralkoxycarbonyl, diaralkylcarbamoyl, diaralkylalkanoyl or aralkanoyl; R² represents alkyl, cycloalkylalkyl or aralkyl; R³ represents hydrogen or alkyl; R⁴ represents alkyl; and one of R⁵ and R⁶ represents hydrogen and the other represents hydrogen, alkyl, aryl, aralkyl, 1-alkoxycarbonyl-2-phenylethyl, 1-alkoxycarbonyl-2-(imidazol-4-yl)ethyl, 2-(imidazol-1-yl)ethyl, indanyl, heterocyclyl-alkyl, carboxyalkyl, alkoxycarbonylalkyl, aryloxycarbonylalkyl, aralkoxycarbonylalkyl or a group of the formula -A-N(Ra)(Rb) in which A represents alkylene and Ra and Rb each represent alkyl or Ra and Rb together represent a pentamethylene group in which one methylene group can be replaced by NH, N-alkyl, N-alkanoyl, N-aralkoxy carbonyl, O, S, SO or SO₂; or R⁵ and R⁶ together with the nitrogen atom to which they are attached represent a 1,2,3,4-tetrahydroisoquinoline ring; one of W and X represents hydrogen and the other represents hydroxy or amino or W and X together represent hydroxyimino and Y represents hydrogen or, where one of W and X represents hydrogen and the other represents hydroxy, Y can also represent hydroxy, and pharmaceutically acceptable acid addition salts thereof can be used as medicaments for the treatment and prophylaxis of viral infections, particularly of infections caused by HIV and other retroid viruses. They can be manufactured according to generally known procedures.

  式中的化合物 其中 R¹ 代表烷氧基羰基、烷氧基羰基、烷酰基、烷酰基、芳酰基、环烷基羰基、杂环烷基羰基、杂环烷酰基、6-(二苄基氨基甲酰基)-4-氧代己酰基或 α-氨基酸的酰基，其中氨基被烷氧基羰基、烷氧基羰基、二烷基氨基甲酰基、二烷基烷酰基或芳酰基取代；R² 代表烷基、环烷基烷基或芳烷基； R³ 代表氢或烷基； R⁴ 代表烷基；R⁵ 和 R⁶ 中的一个代表氢，另一个代表氢、烷基、芳基、芳烷基、1-烷氧基羰基-2-苯基乙基、1-烷氧基羰基-2-(咪唑-4-基)乙基、2-(咪唑-1-基)乙基、茚基、杂环烷基、羧基、烷氧基羰基烷基、芳氧基羰基烷基、烷氧基羰基烷基、芳氧基羰基烷基、芳氧基羰基烷基、芳氧基羰基烷基、芳氧基羰基烷基、芳氧基羰基烷基或 R⁵ 和 R⁶ 与它们所连接的氮原子一起代表 1，2，3，4-四氢异喹啉环； W 和 X 中的一个代表氢，另一个代表羟基或氨基，或 W 和 X 一起代表羟基亚氨基，Y 代表氢，或 W 和 X 中的一个代表氢，另一个代表羟基，Y 也可以代表羟基、 及其药学上可接受的酸加成盐可用作治疗和预防病毒感染的药物，特别是由 HIV 和其他逆转录病毒引起的感染。它们可以按照一般已知的程序制造。
• 2-Oxoethyl derivatives as immunosuppressants
  申请人：Bayer Corporation

  公开号：EP0564924A2

  公开（公告）日：1993-10-13

  A class of compounds which suppress human T-lymphocyte proliferation is disclosed. The active compounds essentially contain at least the following structure:

  本研究公开了一类可抑制人类 T 淋巴细胞增殖的化合物。这些活性化合物基本上至少包含以下结构：
• AN AQUEOUS ALKALINE METAL WORKING FLUID CONTAINING A PRIMARY AMINE
  申请人：Berol Nobel AB

  公开号：EP0670675B1

  公开（公告）日：1999-03-24
• USE OF A SECONDARY AMINE AS A CORROSION INHIBITING AND ANTIMICROBIAL AGENT AND AN AQUEOUS ALKALINE INDUSTRIAL FLUID CONTAINING SAID AMINE
  申请人：BEROL NOBEL AB

  公开号：EP0674696A1

  公开（公告）日：1995-10-04