Boc-Gly-Phe-OEt | 17519-47-0

• 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: Boc-Gly-Phe-OEt
• 英文别名: ethyl (tert-butoxycarbonyl)glycyl-L-phenylalaninate；Boc-glycylphenylalanine ethyl ester；ethyl (2S)-2-[[2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]-3-phenylpropanoate
• CAS: 17519-47-0
• 化学式: C₁₈H₂₆N₂O₅
• 分子量: 350.415
• InChiKey: XIKVLOVFFIGIFR-AWEZNQCLSA-N

物化性质

• 沸点：
  529.1±45.0 °C(Predicted)
• 密度：
  1.132±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  93.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Boc-Gly-Phe-OEt 在 三氟乙酸 作用下， 反应 0.33h， 生成 Gly-Phe-OEt
  参考文献：
  名称：

  Development of Novel Enkephalin Analogues that Have Enhanced Opioid Activities at Both μ and δ Opioid Receptors

  摘要：

  Enkephalin analogues with a 4-anilidopiperidine scaffold have been designed and synthesized to achieve therapeutic benefit for the treatment of pain due to mixed mu and delta opioid agonist activities. Ligand 16, in which a Dmt-substituted enkephalin-like structure was linked to the N-phenyl-N-piperidin-4-yl propionamide moiety, showed very high binding affinities (0.4 nM) at mu and delta receptors with an increased hydrophobicity (aLogP = 2.96). This novel lead compound was found to have very potent agonist activities in MVD (1.8 nM) and GPI (8.5 nM) assays.

  DOI：

  10.1021/jm061465o
• 作为产物：
  描述：

  BOC-甘氨酸 在 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 生成 Boc-Gly-Phe-OEt
  参考文献：
  名称：

  Lubiewska-Nakonieczna; Rzeszotarska; Taschner, Justus Liebigs Annalen der Chemie, 1970, vol. 741, p. 157 - 166

  摘要：

  DOI：

文献信息

• [EN] 2, 3, 6-TRISUBSTITUTED-4-PYRIMIDONE DERIVATIVES<br/>[FR] DERIVES DE 2,3,6-TRISUBSTITUE 4-PYRIMIDONE
  申请人：MITSUBISHI PHARMA CORP

  公开号：WO2004085408A1

  公开（公告）日：2004-10-07

  A pyrimidone derivative having tau protein kinase 1 inhibitory activity which is represented by formula (I) or a salt thereof, or a solvate thereof or a hydrate thereof; useful for prventive and/or therapeutic treatment of diseass such as neurodegenerative diseases (e.g. Alzheimer disease); wherein Q represents CH or nitrogen atom; R represents a C1-C12 alkyl group; the ring of Formula (I): represents piperazine ring or piperidine ring; each X independently represents a C1-C8 alkyl group, an optionally partially hydrogenated C6-C10 aryl ring, an indan ring or the like; m represents an integer of 1 to 3; each Y independently represents a halogen atom, a hydroxy group, a cyano group, a C1-C6 alkyl group or the like; n represents an integer of 0 to 8; when X and Y or two Y groups are attached on the same carbon atom, they may combine to each other to form a C2-C6 alkylene group.

  一种具有tau蛋白激酶1抑制活性的嘧啶酮衍生物，其由化学式（I）或其盐、溶剂合物或水合物表示；用于预防和/或治疗神经退行性疾病（例如阿尔茨海默病）；其中Q代表CH或氮原子；R代表C1-C12烷基基团；化学式（I）的环：代表哌嗪环或哌啶环；每个X独立地代表C1-C8烷基基团、可选择性部分氢化的C6-C10芳环、茚环或类似物；m代表1到3的整数；每个Y独立地代表卤素原子、羟基、氰基、C1-C6烷基基团或类似物；n代表0到8的整数；当X和Y或两个Y基团连接在同一碳原子上时，它们可以结合形成C2-C6烷基基团。
• Clickable coupling of carboxylic acids and amines at room temperature mediated by SO₂F₂: a significant breakthrough for the construction of amides and peptide linkages
  作者：Shi-Meng Wang、Chuang Zhao、Xu Zhang、Hua-Li Qin

  DOI：10.1039/c9ob00699k

  日期：——

  carboxylic acids with amines was developed for the synthesis of a broad scope of amides in a simple, mild, highly efficient, robust and practical manner (>110 examples, >90% yields in most cases). The direct click reactions of acids and amines on a gram scale are also demonstrated using an extremely easy work-up and purification process of washing with 1 M aqueous HCl to provide the desired amides in

  酰胺键和肽键的构建是所有生命过程和有机合成中最基本的转变之一。结构无处不在的酰胺基序的合成对于许多重要分子（如肽，蛋白质，生物碱，药剂，聚合物，配体和农用化学品）的组装至关重要。开发了一种SO2F2介导的羧酸与胺的直接可点击偶合方法，以简单，温和，高效，稳健和实用的方式合成各种酰胺（> 110例，大多数情况下> 90％的收率） ）。
• Peptide Bond Formation Using Polymer-Bound BOP
  作者：Sorin V. Filip、Valérie Lejeune、Jean-Pierre Vors、Jean Martinez、Florine Cavelier

  DOI：10.1002/ejoc.200300798

  日期：2004.5

  (P-BOP) has been prepared starting from the commercially available polystyrene-bound 1-hydroxybenzotriazole (P-HOBt) and successfully used as a solid-supported reagent for peptide-coupling reactions. Compared to BOP, less epimerization was observed. P-BOP is also a suitable activating reagent for difficult peptide coupling reactions involving α,α-dialkyl amino acids. (© Wiley-VCH Verlag GmbH & Co.

  以市售的聚苯乙烯结合的 1-羟基苯并三唑 (P-HOBt) 为原料制备了一种新的聚合物负载 BOP (P-BOP)，并成功用作肽偶联反应的固体负载试剂。与 BOP 相比，观察到较少的差向异构化。P-BOP 也是一种合适的活化试剂，适用于涉及 α,α-二烷基氨基酸的复杂肽偶联反应。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
• β-Turn structure in glycinylphenylalanine dipeptide based N-amidothioureas
  作者：Xiao-Sheng Yan、Kun Wu、Yuan Yuan、Ying Zhan、Jin-He Wang、Zhao Li、Yun-Bao Jiang

  DOI：10.1039/c3cc44336a

  日期：——

  Transforming the C-terminal amide of a glycinylphenylalanine dipeptide into N-amidothiourea affords a β-turn structure in the formed dipeptide based N-amidothioureas, which can be readily identified by an induced CD signal from the achiral phenylthiourea chromophore.

  将甘氨酰苯丙氨酸二肽的C端酰胺转化为N-酰胺硫脲，可以在形成的基于二肽的N-酰胺硫脲中获得β-转角结构，这可以通过非手性苯硫脲色素诱导的圆二色性（CD）信号轻易识别。
• Design and Synthesis of Novel Hydrazide-Linked Bifunctional Peptides as δ/μ Opioid Receptor Agonists and CCK-1/CCK-2 Receptor Antagonists
  作者：Yeon Sun Lee、Richard S. Agnes、Hamid Badghisi、Peg Davis、Shou-wu Ma、Josephine Lai、Frank Porreca、Victor J. Hruby

  DOI：10.1021/jm050851n

  日期：2006.3.1

  hydrazide-linked bifunctional peptides designed to act as agonists for delta/mu opioid receptors and antagonists for CCK-1/CCK-2 receptors was prepared and tested for binding to both opioid and CCK receptors and in functional assays. SAR studies in the CCK region examined the structural requirements for the side chain groups at positions 1', 2', and 4' and for the N-terminal protecting group, which are related

  制备了一系列设计为充当δ/μ阿片样物质受体激动剂和CCK-1 / CCK-2受体拮抗剂的酰肼连接的双功能肽，并测试了其与阿片样物质和CCK受体的结合以及功能测定。CCK区的SAR研究检查了1'，2'和4'位置侧链基团和N末端保护基的结构要求，这些结构要求不仅与CCK相互作用，而且还与阿片受体相互作用。大多数对δ和μ类阿片受体均表现出高结合亲和力（0.1-10 nM）的肽配体通常在CCK-1和CCK-2受体上显示出较低的结合亲和力（微摩尔范围），但在GPI / LMMP分析（最高Ke = 6.5 nM）。