(R)-2-((tert-butoxycarbonyl)amino)-3,3-dimethylpent-4-enoic acid | 854250-89-8

• 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: (R)-2-((tert-butoxycarbonyl)amino)-3,3-dimethylpent-4-enoic acid
• 英文别名: (R)-Boc-2-amino-3,3-dimethyl-pent-4-enoic acid；(2R)-3,3-dimethyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pent-4-enoic acid
• CAS: 854250-89-8
• 化学式: C₁₂H₂₁NO₄
• 分子量: 243.303
• InChiKey: FPMRFGHGLLFAJZ-QMMMGPOBSA-N

物化性质

• 沸点：
  366.9±35.0 °C(Predicted)
• 密度：
  1.061±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-2-((tert-butoxycarbonyl)amino)-3,3-dimethylpent-4-enoic acid 在 盐酸 、 硼烷四氢呋喃络合物 、 5%-palladium/activated carbon 、 ammonium acetate 、 水 、 甲酸铵 、 potassium carbonate 、 戴斯-马丁氧化剂 、 N,N-二异丙基乙胺 、 potassium iodide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 、 甲苯 、 乙腈 为溶剂， 反应 95.33h， 生成 (R)-4-(4-(2,5-difluorophenyl)-1-(3-hydroxybenzyl)-1H-imidazol-2-yl)-4-((S)-N-(((3S,4R)-4-fluoropyrrolidin-3-yl)methyl)-2-hydroxypropanamido)-3,3-dimethylbutyl (2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl)carbamate
  参考文献：
  名称：

  [EN] CELL PROLIFERATION INHIBITORS AND CONJUGATES THEREOF
  [FR] INHIBITEURS DE LA PROLIFÉRATION CELLULAIRE ET LEURS CONJUGUÉS

  摘要：

  本发明公开了包含Eg5抑制剂的免疫偶联物，该抑制剂与抗原结合部分如抗体相连，用于治疗细胞增殖紊乱。还公开了新颖的Eg5抑制剂，可以单独使用或作为免疫偶联物的一部分来治疗细胞增殖紊乱。Eg5抑制剂包括如本文所述的这种化合物的化合物：[在此插入第68页的最后一个结构]本发明进一步提供了包含这些化合物和免疫偶联物的药物组合物，可选地包括治疗共剂，以及使用这些化合物、偶联物和组合物来治疗细胞增殖紊乱的方法。

  公开号：

  WO2014151030A1
• 作为产物：
  描述：

  2-((tert-butoxycarbonyl)amino)-3,3-dimethylpent-4-enoic acid 在 (R)-α-(氨基甲基)苄醇 作用下， 以 甲醇 、 乙腈 为溶剂， 以40.1%的产率得到(R)-2-((tert-butoxycarbonyl)amino)-3,3-dimethylpent-4-enoic acid
  参考文献：
  名称：

  [EN] METHODS FOR THE PREPARATION OF STEREOISOMERICALLY ENRICHED AMINES
  [FR] PROCEDES POUR LA PREPARATION D'AMINES STEREOISOMERIQUEMENT ENRICHIES

  摘要：

  公开号：

  WO2005054186A3

文献信息

• Synthesis of optically active medium-sized α-aminolactams via ring-closing metathesis
  作者：Ken-ichi Fuhshuku、Yasuhisa Asano

  DOI：10.1016/j.tet.2012.06.010

  日期：2012.8

  The synthesis of optically active medium-sized α-aminolactams via ring-closing metathesis is described. The amidation of optically active N-Boc-allylglycine derivatives with N-protected alkenylamine, and ring-closing metathesis resulted in the formation of medium-sized α-aminolactams with good yield.

  描述了通过闭环复分解合成旋光中等大小的α-氨基内酰胺。光学活性的N -Boc-烯丙基甘氨酸衍生物与N-保护的链烯基胺的酰胺化和闭环易位导致中等产率的α-氨基内酰胺的形成。
• Stereospecific Furanosylations Catalyzed by Bis-thiourea Hydrogen-Bond Donors
  作者：Andrew B. Mayfield、Jan B. Metternich、Adam H. Trotta、Eric N. Jacobsen

  DOI：10.1021/jacs.0c00335

  日期：2020.2.26

  We report a new method for stereoselective O-furanosylation reactions promoted by a precisely tailored bis-thiourea hydrogen-bond-donor catalyst. Furanosyl donors outfitted with an anomeric dialkylphosphate leaving group undergo substitution with high anomeric selectivity, providing access to the challenging 1,2-cis substitution pattern with a range of alcohol acceptors. A variety of stereochemically distinct, benzyl-protected glycosyl donors were engaged successfully as substrates. Mechanistic studies support a stereospecific mechanism in which rate-determining substitution occurs from a catalyst-donor resting-state complex.
• CELL PROLIFERATION INHIBITORS AND CONJUGATES THEREOF
  申请人：Novartis AG

  公开号：EP2968591A1

  公开（公告）日：2016-01-20
• SYNTHETIC APOLIPOPROTEINS, AND RELATED COMPOSITIONS METHODS AND SYSTEMS FOR NANOLIPOPROTEIN PARTICLES FORMATION
  申请人：LAWRENCE LIVERMORE NATIONAL SECURITY, LLC

  公开号：US20180186860A1

  公开（公告）日：2018-07-05

  Synthetic apolipoproteins based on native/naturally occurring homolog proteins can be prepared using solid-phase peptide synthesis approaches combined with native chemical ligation methods to create analogs of full length apolipoproteins. The chemical synthesis is expected to allow introduction of non-natural amino acids, e.g., α,α′-dialkyl amino acids, with a periodicity that encourages both helix formation and amphipathicity. Such apolipoprotein analogs are expected to encourage, in some embodiments, facile and more complete NLP formation, enabling consideration of full spectrum of nanoparticle-based biotechnology applications ranging from therapeutic sequestration and delivery to energy/biofuel production to biopolymer production.
• [EN] SYNTHETIC APOLIPOPROTEINS, AND RELATED COMPOSITIONS METHODS AND SYSTEMS FOR NANOLIPOPROTEIN PARTICLES FORMATION<br/>[FR] APOLIPOPROTÉINES SYNTHÉTIQUE, ET COMPOSITIONS, PROCÉDÉS ET SYSTÈMES ASSOCIÉS POUR LA FORMATION DE PARTICULES DE NANOLIPOPROTÉINE
  申请人：L LIVERMORE NAT SECURITY LLC

  公开号：WO2017044899A1

  公开（公告）日：2017-03-16

  Synthetic apolipoproteins based on native/naturally occurring homolog proteins can be prepared using solid-phase peptide synthesis approaches combined with native chemical ligation methods to create analogs of full length apolipoproteins. The chemical synthesis is expected to allow introduction of non-natural amino acids, e.g., α,α'-dialkyl amino acids, with a periodicity that encourages both helix formation and amphipathicity. Such apolipoprotein analogs are expected to encourage, in some embodiments, facile and more complete NLP formation, enabling consideration of full spectrum of nanoparticle-based biotechnology applications ranging from therapeutic sequestration and delivery to energy/biofuel production to biopolymer production.