(2-Imidazol-1-yl-1-methyl-2-oxo-ethyl)-carbamic acid tert-butyl ester | 86194-94-7

• 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: (2-Imidazol-1-yl-1-methyl-2-oxo-ethyl)-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-(1-imidazol-1-yl-1-oxopropan-2-yl)carbamate
• CAS: 86194-94-7
• 化学式: C₁₁H₁₇N₃O₃
• 分子量: 239.274
• InChiKey: UOXKDJUFGPGYHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  73.2
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933290090

反应信息

• 作为反应物：
  描述：

  苯并噻唑 、 (2-Imidazol-1-yl-1-methyl-2-oxo-ethyl)-carbamic acid tert-butyl ester 在 lithium chloro-isopropyl-magnesium chloride 作用下， 以 四氢呋喃 为溶剂， 反应 3.55h， 生成 tert-butyl (1-(benzo[d]thiazol-2-yl)-1-oxopropan-2-yl)carbamate
  参考文献：
  名称：

  由苯并噻唑/噻唑和N，N'-羰基二咪唑活化的羧酸方便地合成2-酰基苯并噻唑/噻唑

  摘要：

  已经开发了一种方便有效的合成2-酰基苯并噻唑/噻唑的策略。用烯丙基格利雅试剂处理苯并噻唑/噻唑容易产生相应的2-格利雅试剂，然后与N，N′-羰基二咪唑活化的羧酸反应，得到各种2-酰基苯并噻唑/噻唑产物。该合成方法适用于多种羧酸，并且在温和的反应条件下，可以很容易地获得2-酰基苯并噻唑/噻唑。

  DOI：

  10.1016/j.tetlet.2019.05.043
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 sodium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 1.0h， 生成 (2-Imidazol-1-yl-1-methyl-2-oxo-ethyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  A new retro-aza-ene reaction: formal reductive amination of an α-keto acid to an α-amino acid

  摘要：

  Two diastereomeric reductive amination reagents, 1a and 1b, were synthesized. Each reagent was condensed with ethyl pyruvate as a model alpha-keto acid. Flash vacuum pyrolysis of the pyruvate adducts, 10a and 10b, results in cheleotropic elimination of CO, followed by a new type of retro-aza-ene reaction. A molecule of benzene and a protected alanine derivative, 11, are produced in the retro-ene reaction. This sequence constitutes the first formal reductive amination of an alpha-keto acid via a thermal rearrangement. Diastereomer 10b undergoes the rearrangement more readily than diastereomer 10a, indicating that an exo transition state is preferred over an endo transition state for this particular retro-aza-ene reaction.

  DOI：

  10.1016/s0040-4020(01)88730-5

文献信息

• Synthesis of 3-(Pyrimidinyl)pyrrole Derivatives
  作者：Anton V. Tverdokhlebov、Igor Yu. Nestorak、Andrey A. Tolmachev、Yulian M. Volovenko

  DOI：10.3987/com-09-11881

  日期：——

  Alkylation of 4,6-dimethy1-2-pyrimidineacetonitrile and 2,6-dimethyl-4-pyrimidineacetonitrile with chloroacetic acid anilides was shown to give 5-amino-4-(4,6-dimethyl-2-pyrimidinyl)-2,3-dihydro-1-arylpyrrol-2-ones and 5-amino-4-(2,6-dimethyl-4-pyrimidinyl)-2,3-dihydro-1-arylpyrrol-2-ones, respectively. Corresponding isomeric compounds, 5-amino-4-pyrimidinyl-2,3-dihydropyrrol-3-ones were obtained by Claisen condensation of the mentioned pyrimidineacetonitriles with N-Boc alpha-aminoacids imidazolides followed by removal of the protecting group accompanied with simultaneous ring closure.
• COMPOSITIONS CONTAINING, METHODS AND USES OF ANTIBODY-TLR AGONIST CONJUGATES
  申请人：Ambrx, Inc.

  公开号：EP3923991A1

  公开（公告）日：2021-12-22
• [EN] COMPOSITIONS CONTAINING, METHODS AND USES OF ANTIBODY-TLR AGONIST CONJUGATES<br/>[FR] CONTENANT DE COMPOSITIONS, PROCÉDÉS ET UTILISATIONS DE CONJUGUÉS ANTICORPS-AGONISTES TLR
  申请人：AMBRX INC

  公开号：WO2020168017A1

  公开（公告）日：2020-08-20

  Disclosed herein are Trastuzumab-linked TLR-agonist derivative analogs that include at least one non-natural amino acid, and methods for making such non-natural amino acids and polypeptides. The Trastuzumab-linked TLR-agonist derivative analogs can include a wide range of possible functionalities, but typically have at least one oxime, carbonyl, dicarbonyl, and/or hydroxylamine group. Also disclosed herein are non-natural amino acid Trastuzumab-linked TLR-agonist derivative analogs that are further modified post- translationally, methods for effecting such modifications, and methods for purifying such Trastuzumab-linked TLR-agonist derivative analogs. Typically, the modified Trastuzumab- linked TLR-agonist derivative analogs include at least one oxime, carbonyl, dicarbonyl, and/or hydroxylamine group. Further disclosed are methods for using such non-natural amino acid Trastuzumab-linked TLR-agonist derivative analogs and modified non-natural amino acid Trastuzumab-linked TLR-agonist derivative analogs, including therapeutic, diagnostic, and other biotechnology use.
• A convenient synthesis of 2-acyl benzothiazoles/thiazoles from benzothiazole/thiazole and N,N'-carbonyldiimidazole activated carboxylic acids
  作者：Tonghui Huang、Xin Wu、Yongbo Yu、Lin An、Xiaoxing Yin

  DOI：10.1016/j.tetlet.2019.05.043

  日期：2019.6

  A convenient and efficient strategy for the synthesis of 2-acyl benzothiazoles/thiazoles has been developed. The treatment of benzothiazole/thiazole with allylic Grignard reagents readily generates the corresponding 2-Grignard reagents, which is followed by a reaction with N,N'-carbonyldiimidazole activated carboxylic acids to afford various 2-acyl benzothiazoles/thiazoles products. The synthetic method

  已经开发了一种方便有效的合成2-酰基苯并噻唑/噻唑的策略。用烯丙基格利雅试剂处理苯并噻唑/噻唑容易产生相应的2-格利雅试剂，然后与N，N′-羰基二咪唑活化的羧酸反应，得到各种2-酰基苯并噻唑/噻唑产物。该合成方法适用于多种羧酸，并且在温和的反应条件下，可以很容易地获得2-酰基苯并噻唑/噻唑。
• A new retro-aza-ene reaction: formal reductive amination of an α-keto acid to an α-amino acid
  作者：David B. Berkowitz、W. Bernd Schweizer

  DOI：10.1016/s0040-4020(01)88730-5

  日期：1992.2

  Two diastereomeric reductive amination reagents, 1a and 1b, were synthesized. Each reagent was condensed with ethyl pyruvate as a model alpha-keto acid. Flash vacuum pyrolysis of the pyruvate adducts, 10a and 10b, results in cheleotropic elimination of CO, followed by a new type of retro-aza-ene reaction. A molecule of benzene and a protected alanine derivative, 11, are produced in the retro-ene reaction. This sequence constitutes the first formal reductive amination of an alpha-keto acid via a thermal rearrangement. Diastereomer 10b undergoes the rearrangement more readily than diastereomer 10a, indicating that an exo transition state is preferred over an endo transition state for this particular retro-aza-ene reaction.