Boc-Glu(OEt)-OH | 65487-73-2

• 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-Glu(OEt)-OH
• 英文别名: N-Boc-L-glutamic acid γ-ethyl ester；(S)-2-((tert-butoxycarbonyl)amino)-5-ethoxy-5-oxopentanoic acid；2-tert-butoxycarbonylamino-glutaric acid-5-ethyl ester；(S)-2-tert-butoxycarbonylamino-pentanedioic acid 5-ethyl ester；(2S)-5-ethoxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoic acid
• CAS: 65487-73-2
• 化学式: C₁₂H₂₁NO₆
• 分子量: 275.302
• InChiKey: OZWIELRLNJLCDQ-QMMMGPOBSA-N

物化性质

• 沸点：
  439.0±40.0 °C(Predicted)
• 密度：
  1.159±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Boc-Glu(OEt)-OH 在 sodium tetrahydroborate 、 二异丁基氢化铝 、 对甲苯磺酸 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 、 乙酸乙酯 、 甲苯 、 苯 为溶剂， 反应 1.5h， 生成 2,2-dimethyl-3-<(1,1-dimethylethoxy)carbonyl>-4(S)-oxazolidinepropanal
  参考文献：
  名称：

  A synthetic approach to diaryl ethers using the Robinson annulation

  摘要：

  An alternative synthetic approach to diaryl ethers has been developed. In the key transformation, Robinson annulation of nonracemic aldehydes 16a,b, derived from L-glutamic acid 5-methyl ester and phenoxymethylvinyl ketone, provided alpha-phenoxyenones 17a,b. The Cbz-protected oxazolidine 17b was further converted into the diaryl ether 18b utilizing an oxidative selenation protocol. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00466-2
• 作为产物：
  描述：

  N-叔丁氧羰基-L-谷氨酸 1-苄酯 在 palladium on activated charcoal cesium bicarbonate 、 氢气 作用下， 以 甲醇 、 水 为溶剂， 50.0 ℃ 、262.01 kPa 条件下， 反应 10.0h， 生成 Boc-Glu(OEt)-OH
  参考文献：
  名称：

  Novel analogs of enkephalin: identification of functional groups required for biological activity

  摘要：

  Novel tri- and tetrapeptide analogues of enkephalin, in conjunction with earlier structure-activity data, confirm that chemical substitutents present in the first and fourth residues of enkephalin are required for in vitro biological activity. A class of arylamino and alkylamino derivatized tripeptides also were found to have significant in vitro opioid-like activity indistinguishable from [D-Ala2,D-Leu5]enkephalin and morphine.

  DOI：

  10.1021/jm00184a010

文献信息

• [EN] THIAZOLE DERIVATIVES AND THEIR USE AS P2Y12 RECEPTOR ANTAGONISTS<br/>[FR] DÉRIVÉS DE THIAZOLE ET LEUR UTILISATION COMME ANTAGONISTES DES RÉCEPTEURS P2Y12
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2010122504A1

  公开（公告）日：2010-10-28

  The present invention relates to thiazole derivatives of Formula (I) and their use as P2Y12 receptor antagonists in the treatment and/or prevention of peripheral vascular, of visceral-, hepatic- and renal-vascular, of cardiovascular and of cerebrovascular diseases or conditions associated with platelet aggregation, including thrombosis in humans and other mammals.

  本发明涉及式(I)的噻唑衍生物及其作为P2Y12受体拮抗剂用于治疗和/或预防外周血管、内脏血管、肝脏血管和肾脏血管、心血管和脑血管疾病或与血小板聚集相关的状况，包括人类和其他哺乳动物中的血栓。
• SHORT-ACTING BENZODIAZEPINE DERIVATIVES, PREPARATION METHOD THEREFOR, AND USE THEREOF
  申请人：SICHUAN KELUN-BIOTECH BIOPHARMACEUTICAL CO., LTD.

  公开号：US20180312511A1

  公开（公告）日：2018-11-01

  The present invention relates to a benzodiazepine derivative of Formula I as a short-acting anesthetic, a pharmaceutical composition comprising the same, a kit comprising the same, a preparation method thereof, an method of anesthesia using the same and use thereof in the manufacture of an anesthetic medicament.

  本发明涉及一种苯二氮䓬类衍生物，其化学式为I，作为一种短效麻醉剂，包括该衍生物的药物组合物，包括该衍生物的试剂盒，其制备方法，使用该衍生物的麻醉方法以及在制造麻醉药物中使用该衍生物的用途。
• Conjugate addition to chiral γ-heterosubstituted δ-lactones as pivotal synthons from L-glutamic acid. Synthesis of an optically active lignan lactone; (−)-hinokinin
  作者：Hidemi Yoda、Satoshi Naito、Kunihiko Takabe、Nobuo Tanaka、Ken Hosoya

  DOI：10.1016/s0040-4039(00)97315-5

  日期：1990.1

  Asymmetric induction in conjugate addition of new chiral γheterosubstituted-α,β-unsaturated α-lactones from L-glutamic acid was accomplished in high diastereoselectivity with the formation of trans(R,S)-adducts and was disclosed to serve as a versatile procedure for the asymmetric synthesis of antileukemic lignan lactones.

  由L-谷氨酸共轭添加新的手性γ-杂取代-α，β-不饱和α-内酯的不对称诱导以高非对映选择性完成，形成反式（R，S）-加合物，并被公开作为一种通用的方法抗白血病木脂素内酯的不对称合成。
• Novel compounds that inhibit dipeptidyl peptidase (DPP-IV) and neprilysin (NEP) and/or angiotensin converting enzyme (ACE)
  申请人：Pierau Sabine

  公开号：US20060046978A1

  公开（公告）日：2006-03-02

  This invention relates to novel compounds, compositions containing the compounds, that inhibit dipeptidyl peptidase (especially DPP-IV) and neprilysin (NEP, neutral endopeptidase) as well as dipeptidyl peptidase (especially DPP-IV) and angiotensin converting enzyme (ACE) and/or dipeptidyl Peptidase (especially DPP-IV) and vasopeptidases (especially ACE and NEP). These compounds and pharmaceutical compositions thereof are useful for the treatment as well as the prevention of type 2 diabetes mellitus.

  该发明涉及新型化合物，含有这些化合物的组合物，这些化合物抑制二肽基肽酶（特别是DPP-IV）和神经肽酶（NEP，中性内肽酶）以及二肽基肽酶（特别是DPP-IV）和血管紧张素转化酶（ACE）和/或二肽基肽酶（特别是DPP-IV）和血管肽酶（特别是ACE和NEP）。这些化合物及其药物组合物对于治疗和预防2型糖尿病是有用的。
• Further Insights on Structural Modifications of Muramyl Dipeptides to Study the Human NOD2 Stimulating Activity
  作者：Wei‐Chieh Cheng、Ting‐Yun You、Zhen‐Zhuo Teo、Ashik A. Sayyad、Jitendra Maharana、Chih‐Wei Guo、Pi‐Hui Liang、Chung‐Shun Lin、Fan‐Chun Meng

  DOI：10.1002/asia.202001003

  日期：2020.11.16

  isoGln, was applied for the structural diversity through esterification or amidation of the carboxylic acid. In total, 26 MDP analogues were synthesized and bio‐evaluated for the study of human NOD2 stimulation activity in the innate immune response. Interestingly, MDP derivatives with an ester moiety are found to be more potent than reference compound MDP itself or MDP analogues containing an amide

  合成了一系列在MurNAc的C4位置和肽部分的d-异-谷氨酰胺（iso Gln）残基上具有结构修饰的多胺基二肽（MDP）类似物。通过使用CuAAC点击策略将叠氮基叠氮基二聚二肽前体与结构上不同的炔烃偶联，可以方便地实现MurNAc的C4多样化。d-谷氨酸（Glu），替换为iso通过羧酸的酯化或酰胺化将Gln用于结构多样性。总共合成了26种MDP类似物并对其进行了生物评估，以研究人类NOD2在先天免疫应答中的刺激活性。有趣的是，发现具有酯部分的MDP衍生物比参考化合物MDP本身或含有酰胺部分的MDP类似物更有效。在酯衍生物的不同长度的烷基链中，带有d-谷氨酸十二烷基（C12）酯部分的MDP类似物显示出最佳的NOD2刺激能力。