isoleucine tert-butyl ester

• 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: isoleucine tert-butyl ester
• 英文别名: H-L-Ile-O^tBu；(L)-isoleucine tert-butyl ester；(L)-isoleucine t-butyl ester；tert-butyl (2S)-2-amino-3-methylpentanoate
• 化学式: C₁₀H₂₁NO₂
• 分子量: 187.282
• InChiKey: DRWKBZREIMLHDX-MQWKRIRWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  isoleucine tert-butyl ester 在 盐酸 、 palladium 10% on activated carbon 、 氢气 、 原甲酸三甲酯 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醚 、 二氯甲烷 、 异丙醇 为溶剂， -78.0~100.0 ℃ 、101.33 kPa 条件下， 反应 51.17h， 生成 (S)-1-((S)-1-((R)-2-((R)-1-(benzyloxy)ethyl)-5-oxo-2,5-dihydro-1H-pyrrol-3-yl)pyrrolidin-3-yl)-4-(tert-butoxy)-5-((S)-sec-butyl)-1H-pyrrol-2(5H)-one
  参考文献：
  名称：

  Pyrrolinone–Pyrrolidine Oligomers as Universal Peptidomimetics

  摘要：

  Peptidomimetics 1-3 were prepared from amino acid-derived tetramic acids 7 as the key starting materials. Calculations show that preferred conformations of 1 can align their side-chain vectors with amino acids in common secondary structures more effectively than conformations of 3. A good fit was found for a preferred conformation of 2 (an extended derivative of 1) with a sheet/beta-turn/sheet motif.

  DOI：

  10.1021/ja2033734
• 作为产物：
  描述：

  L-isoleucine t-butyl ester hydrochloride 在 sodium carbonate 作用下， 以 氯仿 、 异丙醇 为溶剂， 生成 isoleucine tert-butyl ester
  参考文献：
  名称：

  Pyrrolinone–Pyrrolidine Oligomers as Universal Peptidomimetics

  摘要：

  Peptidomimetics 1-3 were prepared from amino acid-derived tetramic acids 7 as the key starting materials. Calculations show that preferred conformations of 1 can align their side-chain vectors with amino acids in common secondary structures more effectively than conformations of 3. A good fit was found for a preferred conformation of 2 (an extended derivative of 1) with a sheet/beta-turn/sheet motif.

  DOI：

  10.1021/ja2033734

文献信息

• Enantioselective Aza-Michael Addition of Imides by Using an Integrated Strategy Involving the Synthesis of a Family of Multifunctional Catalysts, Usage of Multiple Catalysis, and Rational Design of Experiment
  作者：Mattia Silvi、Polyssena Renzi、Deborah Rosato、Cristiana Margarita、Alessio Vecchioni、Ivan Bordacchini、Diego Morra、Alessandro Nicolosi、Riccardo Cari、Fabio Sciubba、Daniele M. Scarpino Schietroma、Marco Bella

  DOI：10.1002/chem.201301493

  日期：2013.7.22

  A challenging asymmetric reaction (aza‐Michael addition of imides to enones) has been optimized through an integrated approach involving the synthesis of a family of organocatalysts, multiple catalysis (usage of additives), and finally with rational exploration of the chemical space by the application of the experiment design.

  通过一种综合方法优化了具有挑战性的不对称反应（将氮杂氮杂至迈克尔加成烯酮），该方法涉及有机催化剂家族的合成，多重催化（添加剂的使用），最后通过应用合理地探索化学空间实验设计
• 2,2′-dithiobisbenzamides derived from α-, β- and γ-amino acids possessing anti-HIV activities: synthesis and structure–activity relationship
  作者：J.V.N Vara Prasad、Joseph A Loo、Frederick E Boyer、Michael A Stier、Rocco D Gogliotti、William J Turner、Patricia J Harvey、Melissa R Kramer、David P Mack、Jefferey D Scholten、Stephen J Gracheck、John M Domagala

  DOI：10.1016/s0968-0896(98)00118-7

  日期：1998.10

  2'-dithiobisbenzamides derived from alpha-, beta- and gamma-amino acids. Electrospray ionization mass spectrometry was used to study the zinc-ejection activity of these compounds. Among the alpha-amino acid derived 2,2'-dithiobisbenzamides, analogues containing alkyl side chains were found to be antivirally active with good therapeutic indices. 2,2'-Dithiobisbenzamides, derived from beta- and gamma-amino

  含有高度保守的逆转录病毒锌指的核衣壳蛋白（NCp7）在人类免疫缺陷病毒（HIV）生命周期的早期和晚期都是必不可少的，并且是AIDS治疗的新目标。HIV-1 NCp7是基本的55个氨基酸氨基酸蛋白，在两侧各含两个C（X）2C（X）4H（X）4C基序锌指。先前已报道2,2'-二硫代双苯甲酰胺从这些NCp7锌指中释放锌，并抑制HIV复制。具体而言，衍生自简单氨基酸的2,2'-二硫代双苯甲酰胺显示出良好的抗病毒活性。苯并异噻唑酮3（2的环状衍生物）被选为临床试验中的艾滋病治疗剂。本文中我们报告了2,2'的合成和抗病毒活性，包括治疗指数 衍生自α-，β-和γ-氨基酸的β-二硫代双苯甲酰胺。电喷雾电离质谱法用于研究这些化合物的锌喷射活性。在α-氨基酸衍生的2,2'-二硫代双苯甲酰胺中，发现含有烷基侧链的类似物具有良好的治疗指数，具有抗病毒活性。发现衍生自β-和γ-氨基酸的2,2'-二硫代双苯甲酰胺比α
• Overcoming the Deallylation Problem: Palladium(II)-Catalyzed Chemo-, Regio-, and Stereoselective Allylic Oxidation of Aryl Allyl Ether, Amine, and Amino Acids
  作者：Kartic Manna、Hasina Mamataj Begam、Krishanu Samanta、Ranjan Jana

  DOI：10.1021/acs.orglett.0c02465

  日期：2020.10.2

  We report herein a Pd(II)/bis-sulfoxide-catalyzed intramolecular allylic C–H acetoxylation of aryl allyl ether, amine, and amino acids with the retention of a labile allyl moiety. Mechanistically, the reaction proceeds through a distinct double-bond isomerization from the allylic to the vinylic position followed by intramolecular carboxypalladation and the β-hydride elimination pathway. For the first

  我们在此报告了芳基烯丙基醚，胺和氨基酸的Pd（II）/双亚砜催化的分子内烯丙基CH乙酰氧基化，同时保留了不稳定的烯丙基部分。从机理上讲，反应是通过从烯丙基位置到乙烯基位置的独特的双键异构化进行的，然后进行分子内羧基palpalpalation和β-氢化物消除途径。首次建立了具有出色的非对映选择性的N-烯丙基保护氨基酸的C–H氧化，可通过1,3-syn加成提供五元杂环。
• Peptide Bond Formation of Amino Acids by Transient Masking with Silylating Reagents
  作者：Wataru Muramatsu、Hisashi Yamamoto

  DOI：10.1021/jacs.1c02600

  日期：2021.5.12

  A one-pot peptide bond-forming reaction has been developed using unprotected amino acids and peptides. Two different silylating reagents, HSi[OCH(CF3)2]3 and MTBSTFA, are instrumental for the successful implementation of this approach, being used for the activation and transient masking of unprotected amino acids and peptides at C-termini and N-termini, respectively. Furthermore, CsF and imidazole

  使用未受保护的氨基酸和肽开发了一种一锅式肽键形成反应。两种不同的甲硅烷基化试剂 HSi[OCH(CF 3 ) 2 ] 3和 MTBSTFA 有助于成功实施该方法，用于激活和瞬时掩蔽C端和N端未受保护的氨基酸和肽， 分别。此外，CsF 和咪唑用作催化剂，活化 HSi[OCH(CF 3 ) 2 ] 3并且还加速化学选择性硅烷化。这种方法是通用的，因为它可以容忍带有一系列官能团的侧链，同时提供高达 99% 以上的相应肽收率，而无需任何外消旋或聚合。
• Pharmaceutical compositions comprising metal complexes
  申请人：——

  公开号：US20020049190A1

  公开（公告）日：2002-04-25

  A compound of the formula [M a (X b L) c Y d Z e ] nt± Formula I wherein: M is a metal ion or a mixture of metal ions; X is a cation or a mixture of cations; L is a ligand, or mixture of ligands each containing at least two different donor atoms selected from the elements of Group IV, Group V or Group VI of the Periodic Table; Y is a ligand or a mixture of the same or different ligands each containing at least one donor atom or more than one donor atom selected from the elements of Group IV, Group V or Group VI of the Periodic Table; and Z is a halide or pseudohalide ion or a mixture of halide ions and pseudohalide ions; and wherein: a=1-3; b=0-12; c=0-18; d=0-18; e=0-18; and n=0-10; provided that at least one of c, d and e is 1 or more; wherein c is 0: b is also 0; wherein a is 1: c, d and e are not greater than 9; and wherein a is 2: c, d and e are not greater than 12.

  该化合物的化学式为[Ma(XbL)cYdZe]nt±Formula I其中：M是金属离子或金属离子的混合物；X是阳离子或阳离子的混合物；L是配体，或者是至少含有周期表IV、V或VI族元素中至少两种不同供体原子的配体混合物；Y是配体或者是至少含有周期表IV、V或VI族元素中至少一个供体原子或多个供体原子的相同或不同配体的混合物；Z是卤素或伪卤素离子或卤素离子和伪卤素离子的混合物；并且其中：a=1-3；b=0-12；c=0-18；d=0-18；e=0-18；n=0-10；前提是c、d和e中至少有一个大于等于1；其中c为0时：b也为0；其中a为1时：c、d和e均不大于9；其中a为2时：c、d和e均不大于12。