丙烯胺 | 107-11-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 丙烯胺
• 中文别名: 烯丙胺；丙烯基胺；一烯丙基胺；一烯丙胺；烯丙基胺；3-氨基丙烯；3-氨基-1-丙烯
• 英文名称: 1-amino-2-propene
• 英文别名: prop-2-enylamine；allylamine；prop-2-en-1-amine；sevelamer；N-allylamine
• CAS: 107-11-9
• 化学式: C₃H₇N
• 分子量: 57.0953
• InChiKey: VVJKKWFAADXIJK-UHFFFAOYSA-N

物化性质

• 稳定性/保质期：

  1. 化学性质：具有伯胺的特性，还能在双键上发生多种反应。例如，它能与卤素、卤化氢加成生成卤代丙胺；与苯反应得到β-氨基异丙基苯；而在自由基催化剂作用下不会发生聚合反应，并能与环戊二烯反应得到2,5-亚甲基-1,2,5,6-四氢化苄胺。

  2. 稳定性 [22]：稳定

  3. 禁配物 [23]：酸类、酰基氯、酸酐、强氧化剂、二氧化碳

  4. 避免接触的条件 [24]：高温

  5. 聚合危害 [25]：可能发生聚合

  6. 分解产物 [26]：氨

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  4
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

ADMET

代谢

烯丙胺，一种已知的心血管毒素，在体外被代谢为丙烯醛，并且有人假设它作为一种远端毒素发挥作用。在这项研究中，通过质谱（MS）、核磁共振（NMR）和二维核磁共振光谱学鉴定并分离出了3-羟基丙基硫酸酯酸，它是烯丙胺在体内代谢的唯一尿液代谢物。平行实验显示，几个器官（在大动脉、血液和肺中最为显著）的还原型谷胱甘肽（GSH）水平降低，这与提出的丙烯醛中间体通过GSH结合途径的假设一致。这些发现表明，烯丙胺在体内被代谢为一种高度反应性的醛，然后通过GSH结合途径转化为硫酸酯酸。

... Allylamine, a known cardiovascular toxin, is metabolized in vitro to acrolein, /and/ has been hypothesized to act as a distal toxin. In this study, 3-hydroxypropylmercapturic acid was isolated and identified by MS, NMR, and 2D-NMR spectroscopy as the sole urinary metabolite of allylamine metabolism in vivo. Parallel experiments showed reduced glutathione (GSH) depletion in several organs (most marked in aorta, blood, and lung), which is consistent with GSH conjugation of the proposed acrolein intermediate. These findings indicate that allylamine was metabolized in vivo to a highly reactive aldehyde which was converted to a mercapturic acid through a GSH conjugation pathway. ...

来源:Hazardous Substances Data Bank (HSDB)

代谢

丙烯醛在大鼠主动脉、肺、骨骼肌和心脏的匀浆中被检测到，这些匀浆与烯丙胺一起孵化。氧化脱氨的产物过氧化氢在烯丙胺氧化过程中生成。丙烯醛还由牛血浆胺氧化酶和猪肾二胺氧化酶产生，但不是由大鼠肝脏或脑匀浆产生。烯丙胺在大鼠主动脉中以竞争性方式抑制苯甲基胺的氧化，但与帕吉林敏感的单胺氧化酶不参与丙烯醛的产生。主动脉中的高活性、与苯甲基胺的竞争以及苯甲基胺氧化酶抑制剂的敏感性表明，苯甲基胺氧化酶是氧化烯丙胺的活性酶。

Acrolein was detected in homogenates of rat aorta, lung, skeletal muscle and heart incubated with allylamine. ... Hydrogen peroxide, a product of oxidative deamination, was generated during allylamine oxidation. Acrolein was also produced by bovine plasma amine oxidase & porcine kidney diamine oxidase but not by rat liver or brain homogenates. ... Allylamine competitively inhibited benzylamine oxidation in rat aorta, but pargyline-sensitive monoamine oxidase was not involved in acrolein production. The high activity in aorta, the competition with benzylamine, and the sensitivity to benzylamine oxidase inhibitors indicate that benzylamine oxidase is the active enzyme in oxidizing allylamine. ...

来源:Hazardous Substances Data Bank (HSDB)

代谢

调查人员测试了丙烯胺（AA）或丙烯醛（1、10、100和1000微摩尔），这是通过半碳酰胺敏感的胺氧化酶（SSAO）代谢AA产生的一种高度反应性产物，是否能在体外收缩冠状动脉（CA）或胸主动脉（TA）环，以及AA的效果是否涉及SSAO。在100和1000微摩尔时，AA或丙烯醛在冠状动脉和胸主动脉环中产生了类似的反应模式，包括：（1）增加了基础张力，（2）增强了激动剂诱导的收缩（超收缩或血管痉挛），（3）显著的、激动剂诱导的慢波血管运动（血管痉挛），以及（4）在1毫摩尔暴露后不可逆地减少了血管收缩能力。在内皮依赖性乙酰胆碱诱导的舒张期间，两种血管的血管痉挛没有改变。用SSAO抑制剂半碳酰胺（1毫摩尔；10分钟）预处理，可以预防或显著减少AA在冠状动脉和胸主动脉环中的大部分效果，并抑制大鼠胸主动脉和人心冠状动脉及胸主动脉中100%的SSAO活性。提出了一个两步模型来解释AA诱导的冠状动脉痉挛和随后心肌坏死的机制：（1）通过冠状动脉SSAO活性将AA代谢为丙烯醛，（2）丙烯醛诱导的冠状动脉痉挛独立于内皮损伤——这是一种新颖的途径。

... /Investigators/ tested whether allylamine (AA) or acrolein (1, 10, 100, and 1000 uM), a highly reactive product of AA metabolism by semicarbazide-sensitive amine oxidase (SSAO), could contract coronary artery (CA) or thoracic aorta (TA) in vitro and if the AA effects involved SSAO. AA or acrolein produced a similar pattern of responses in both CA and TA rings at 100 and 1000 uM, including (1) increased basal tension, (2) enhanced agonist-induced contraction (hypercontractility or vasospasm), (3) remarkable, agonist-induced slow wave vasomotion (vasospasm), and (4) irreversible reduction in vessel contractility after 1 mM exposure. Endothelium-dependent acetylcholine-induced relaxation was not altered during vasospasm in either vessel. Pretreatment with the SSAO inhibitor semicarbazide (1 mM; 10 min) prevented or significantly reduced the majority of AA's effects in both CA and TA rings and inhibited 100% of the SSAO activity present in rat TA and human CA and TA. A two-step model for AA induction of CA vasospasm and resultant myocardial necrosis /was proposed/: (1) metabolism of AA to acrolein by coronary arterial SSAO activity and (2) acrolein induction of CA vasospasm independent of endothelial injury-a novel path.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 毒性总结

识别和使用：烯丙胺是一种无色至淡黄色液体。它被用作腐蚀抑制剂，用于制造汞利尿剂和有机合成。 人体研究：烯丙胺是一种强烈的刺激剂，在14 ppm时无法忍受，在2.5 ppm时可识别到气味和胸部及粘膜不适。这种化学物质刺激皮肤。经皮注射烯丙胺后描述了心脏毒性。在培养的人脐静脉内皮细胞中处理20小时后，50 uM烯丙胺无效果，而100 uM烯丙胺使细胞存活率略有下降。 动物研究：烯丙胺是一种特定的心脏毒素，可在多种物种中引起主动脉、瓣膜和心肌病变。单次给药后24小时可观察到心肌坏死。急性毒性的发生被认为涉及烯丙胺代谢为高度反应性的丙烯醛（2-丙烯醛）。烯丙胺已被证明能与主动脉和心脏的线粒体结合，这表明亚细胞损伤部位在线粒体附近。在10分钟吸入过程中暴露于烯丙胺的小鼠死亡。在兔眼测试中，烯丙胺极为刺激。大鼠、兔子和狗每天8小时、每周5天、持续1年暴露于5或20 ppm的烯丙胺。观察生长、行为反应或血液或尿液异常变化未见不利影响。在暴露于20 ppm的6只兔子中有3只死于肺炎。在两个暴露水平上都发现了与慢性刺激一致的肺部变化。然而，兔子和狗的心肌损伤未见，只有少数大鼠出现轻微变化。对狗进行定期肝肾功能测试、转氨酶测定和心电图检查未发现任何异常。在两个暴露水平上都注意到狗的肝脏和肾脏出现充血性变化。在大鼠摄入烯丙胺盐酸盐4-8个月后，产生了心肌纤维化伴心脏肥大。还观察到冠状动脉中膜的平滑肌细胞局部水肿和坏死。在沙门氏菌伤寒杆菌/微粒体预培养分析中，使用标准协议对烯丙胺进行了致突变性评估。烯丙胺在存在和不存在代谢激活的情况下，对四种沙门氏菌伤寒杆菌菌株（TA 98、TA 100、TA 1535和TA 1537）进行了测试。在这些测试中，烯丙胺呈阴性。

IDENTIFICATION AND USE: Allylamine is a colorless to light yellow liquid. It is used as a corrosion inhibitor, in the manufacture of mercurial diuretics and in organic synthesis. HUMAN STUDIES: A potent irritant, allylamine is intolerable at 14 ppm, with recognizable odor and chest and mucous membrane discomfort at 2.5 ppm. This chemical irritates the skin. Cardiotoxicity was described following intradermal injection of allylamine. After 20 hr treatment of cultured human umbilical vein endothelial cells, 50 uM allylamine had no effect and 100 uM allylamine produced a modest reduction in cell viability. ANIMAL STUDIES: Allylamine is a specific cardiac toxicant that causes aortic, valvular and myocardial lesions in many species. Myocardial necrosis can be observed 24 hr after a single dose. Acute toxicity is believed to involve metabolism of allylamine to highly reactive acrolein (2-propenal). Allylamine has been shown to bind to mitochondria from aorta and heart, suggesting that the subcellular site of injury is at or near the mitochondrion. Mice exposed to allylamine died during the course of a 10 minute inhalation. Allylamine was extremely irritating when tested on rabbit eyes. Rats, rabbits, and dogs were exposed for 8 hr/day, 5 days/wk /for 1 yr/ to 5 or 20 ppm. No adverse effects on growth, behavioral reactions, or abnormal blood or urine changes were observed. Deaths from pneumonia occurred in 3 of 6 rabbits exposed to 20 ppm. Lung changes consistent with chronic irritation were found at both exposure levels. However, no myocardial damage was found in rabbits or dogs and only a few rats showed slight changes. Periodic liver and kidney function tests, transaminase determinations, and electrocardiographic examinations of dogs did not reveal any abnormalities. Congestive changes in the liver and kidneys were noted in dogs at both exposure levels. Myocardial fibrosis with cardiac hypertrophy was produced in rats after consuming allylamine hydrochloride for periods of 4-8 months. Focal edema and necrosis of smooth muscle cells in media of coronary arteries were also observed. Allylamine was evaluated for mutagenicity in the Salmonella typhimurium/microsome preincubation assay using the standard protocol. Allylamine was tested in four Salmonella typhimurium strains (TA 98, TA 100, TA 1535, and TA 1537) in the presence and absence of metabolic activation. Allylamine was negative in these tests.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 暴露途径

该物质可以通过吸入其蒸汽、通过皮肤和摄入进入人体。所有接触途径都会产生严重的局部影响。

The substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion. Serious local effects by all routes of exposure.

来源:ILO-WHO International Chemical Safety Cards (ICSCs)

毒理性

• 吸入症状

咳嗽。喉咙痛。灼热感。头痛。恶心。呼吸困难。气促。症状可能会延迟出现。

Cough. Sore throat. Burning sensation. Headache. Nausea. Laboured breathing. Shortness of breath. Symptoms may be delayed.

来源:ILO-WHO International Chemical Safety Cards (ICSCs)

毒理性

• 皮肤症状

可能会被吸收！红斑。疼痛。严重的皮肤烧伤。

MAY BE ABSORBED! Redness. Pain. Serious skin burns.

来源:ILO-WHO International Chemical Safety Cards (ICSCs)

毒理性

• 眼睛症状

眼内水分增多。 红斑。 疼痛。 视力模糊。 严重烧伤。 视力丧失。

Watering of the eyes. Redness. Pain. Blurred vision. Severe burns. Loss of vision.

来源:ILO-WHO International Chemical Safety Cards (ICSCs)

吸收、分配和排泄

调查人员通过给大鼠口服（14）C-烯丙胺（1.5 uCi/kg；150 mg/kg）来研究烯丙胺的摄取、组织分布、毒物动力学和排泄。在大鼠被处死的时间间隔内（最多2小时），采集了多个组织的样本。主动脉在大多数时间显示出最高的（14）C标记计数（比大多数其他器官高5-10倍，比血液高100倍），尽管有一小部分主动脉的计数非常低。从心脏解剖出的冠状动脉显示的（14）C标记物一致性高于心肌。肝脏计数在5分钟时很高，然后迅速下降；肾脏计数缓慢增加，直到45分钟，然后迅速下降，这与该器官的排泄功能一致。所有其他器官的（14）C标记计数都较低，包括肺、骨骼肌、大脑、睾丸、胰腺、肾上腺、脾脏、脂肪和血液。毒物动力学研究表明，那些合理符合毒物动力学单室模型的器官的吸收速度非常快，半衰期短（小于1小时）。在尿液中迅速排出（14）C标记物；大约60%的给药剂量在24小时内回收。在粪便中没有发现计数。这些研究表明，烯丙胺——或其代谢物——对弹性动脉和肌肉动脉（如主动脉和冠状动脉）有独特的偏好。这种相对特异的心血管毒素表现为一种高度极性、高度水溶性的物质，它从胃肠道快速吸收，在大多数组织中的半衰期短，并迅速通过尿液排出。

/Investigators/ studied the uptake, tissue distribution, toxicokinetics, and excretion of allylamine by giving rats (14)C-allylamine (1.5 uCi/kg; 150 mg/kg) by gavage. Rats were killed at intervals up to 2 hr, and multiple tissues were sampled. Aorta showed the highest counts of (14)C-label at most times (5-10-fold higher than most other organs, 100-fold higher than blood), although a minority of aortas had very low counts. Coronary arteries dissected from the hearts showed consistently higher (14)C-label than myocardium. Liver counts, which were high at 5 min, decreased rapidly; kidney counts slowly increased until 45 min, then decreased rapidly, consistent with an excretory function for this organ. Counts of (14)C-label were lower in all other organs, including lung, skeletal muscle, brain, testes, pancreas, adrenal, spleen, fat, and blood. Toxicokinetic study showed a very rapid absorption rate and short half-lives (less than 1 hr) for those organs which reasonably fit a toxicokinetic one-compartment model. (14)C-label was rapidly excreted in the urine; approximately 60% of the dose given was recovered by 24 hr. No counts were found in feces. These studies indicate that allylamine--or its metabolite(s)--has a unique predilection for elastic and muscular arteries, such as aorta and coronary arteries. This relatively specific cardiovascular toxin acts as a highly polar, highly water soluble substance, which is rapidly absorbed from the gastrointestinal tract, has a short half-life in most tissues, and is rapidly excreted in the urine. ...

来源:Hazardous Substances Data Bank (HSDB)

制备方法与用途

制备方法

烯丙基氯与氨反应可制得烯丙胺：反应在带有回流装置的设备里进行，使硫代异氰酸丙烯酯与20%盐酸回流反应15小时。将反应物浓缩，当结晶出现时再次加水稀释，然后在滴加碱液的同时将烯丙胺蒸出。收集的粗品可用分馏法精制。

合成制备方法

烯丙基氯与氨反应可制得烯丙胺：反应在带有回流装置的设备里进行，使硫代异氰酸丙烯酯与20%盐酸回流反应15小时。将反应物浓缩，当结晶出现时再次加水稀释，然后在滴加碱液的同时将烯丙胺蒸出。收集的粗品可用分馏法精制。

用途简介

烯丙胺广泛应用于制药中间体、家用化学品、乳液改性剂、有机合成和树脂改性剂、硅产品等中间体。有报道称，它可与血浆聚合生成反渗透膜的聚合物用于密闭载人宇宙飞船中；也可以用作腐蚀抑制剂、催化剂和溶剂等。

用途

1. 作为聚合物改性剂和利尿药，有机合成的原料等。
2. 用于制造药品中间体及有机合成和制作溶剂等。 [28]

反应信息

• 作为反应物：
  描述：

  丙烯胺 在 盐酸 作用下， 生成 2-氯丙烷-1-胺
  参考文献：
  名称：

  Abderhalden; Eichwald, Chemische Berichte, 1918, vol. 51, p. 1318

  摘要：

  DOI：
• 作为产物：
  描述：

  天然芥菜籽油 在 盐酸 、 氢氧化钾 作用下， 生成 丙烯胺
  参考文献：
  名称：

  一些氰苷和硫代葡萄糖苷的分子间和分子内同位素相关性及其实际重要性

  摘要：

  摘要 Sinalbin 是一种来自白芥末的复杂有机板条。阴离子葡糖苷酸（对羟基苯乙酸）和阳离子芥子苷（芥子酸）的芳族部分的 δ 13 C 值相同 (-32.2‰)，并且两种芳族化合物相对于葡萄糖消耗了 6.4‰结合在葡糖苷元中的部分 (-25.8‰)。分子胆碱部分的 δ 13 C 值可以与其葡萄糖的代谢来源相关联。然而，在葡糖苷酸的第一个碳原子（最初是酪氨酸的 C-2）中出现了意想不到的戏剧性的 13 C 富集。在其他四种硫代葡萄糖苷和衍生自苯丙氨酸或酪氨酸的氰苷的相同位置发现了相对于苷元平均值约 11‰ 的富集。苯丙氨酸-氨-裂解酶反应的同位素效应被认为是这一发现的最可能原因。相比之下，黑芥子油中的芥子油苷，sinigrin 在相应的苷元烯丙基芥末油的第一个碳原子中显示出 6.5‰的相对 13 C-消耗。这种消耗的拟议原因是在将该碳原子生物合成引入糖苷配基骨架期间对羟醛反应的同位素效应。合成的烯丙基芥末油在相对于整个分子的

  DOI：

  10.1016/0031-9422(96)00290-7
• 作为试剂：
  描述：

  4-bromocinnamaldeyde 、 在 丙烯胺 、 三氟乙酸 作用下， 以 氯仿 、 乙腈 为溶剂， 以84%的产率得到diethyl 6-formyl-4'-bromobiphenyl-2,4-dicarboxylate
  参考文献：
  名称：

  高度官能化的联芳基-2-甲醛的无金属一锅级联合成†

  摘要：

  实现了无金属底物二烯氨基二酸酯，肉桂醛和烯丙基胺的无金属单锅级联环化，以合成多官能联芳基-2-甲醛。该反应在室温下通过三氟乙酸介导的Diels-Alder途径进行。所得联芳基-2-甲醛的合成应用已通过转化为具有生物学和材料化学相关性的各种分子的阵列得到了证明。本工作为制备联芳基的现有金属介导的交叉偶联方法提供了一条补充途径。

  DOI：

  10.1039/c4ob01829j

文献信息

• [EN] S-NITROSOMERCAPTO COMPOUNDS AND RELATED DERIVATIVES<br/>[FR] COMPOSÉS DE S-NITROSOMERCAPTO ET DÉRIVÉS APPARENTÉS
  申请人：GALLEON PHARMACEUTICALS INC

  公开号：WO2009151744A1

  公开（公告）日：2009-12-17

  The present invention is directed to mercapto-based and S- nitrosomercapto-based SNO compounds and their derivatives, and their use in treating a lack of normal breathing control, including the treatment of apnea and hypoventilation associated with sleep, obesity, certain medicines and other medical conditions.

  本发明涉及基于巯基和S-亚硝基巯基的SNO化合物及其衍生物，以及它们在治疗正常呼吸控制缺失方面的用途，包括治疗与睡眠、肥胖、某些药物和其他医疗状况相关的呼吸暂停和低通气。
• Guanidinium Ylide Mediated Aziridination from Arylaldehydes: Scope and Limitations in the Formation of Unactivated 3-Arylaziridine-2-carboxylates
  作者：Tsutomu Ishikawa、Yukiko Oda、Kihito Hada、Marie Miyata、Chisato Takahata、Yukiko Hayashi、Masato Takahashi、Naoki Yajima、Makiko Fujinami

  DOI：10.1055/s-0033-1341233

  日期：——

  Abstract The scope and limitations of guanidinium ylide mediated aziridinations from arylaldehydes yielding unactivated 3-arylaziridine-2-carboxylates, applicable to asymmetric synthesis, are discussed. The scope and limitations of guanidinium ylide mediated aziridinations from arylaldehydes yielding unactivated 3-arylaziridine-2-carboxylates, applicable to asymmetric synthesis, are discussed.

  摘要 讨论了由芳基醛产生的未活化的3-芳基氮丙啶-2-羧酸酯的芳基醛介导的啶基lide啶化的范围和局限性，适用于不对称合成。 讨论了由芳基醛产生的未活化的3-芳基氮丙啶-2-羧酸酯的芳基醛介导的啶基lide啶化的范围和局限性，适用于不对称合成。
• Dihydroquinazolines enhance 20S proteasome activity and induce degradation of α-synuclein, an intrinsically disordered protein associated with neurodegeneration
  作者：Taylor J. Fiolek、Christina L. Magyar、Tyler J. Wall、Steven B. Davies、Molly V. Campbell、Christopher J. Savich、Jetze J. Tepe、R. Adam Mosey

  DOI：10.1016/j.bmcl.2021.127821

  日期：2021.3

  traditional small molecule drug design and are often referred to as “undruggable”. The 20S proteasome is the main protease that targets IDPs for degradation and therefore small molecule 20S proteasome enhancement presents a novel therapeutic strategy by which these undruggable IDPs could be targeted. The concept of 20S activation is still relatively new, with few potent activators having been identified

  许多内在无序蛋白质 (IDP) 的聚集体或寡聚形式，包括 α-突触核蛋白，是帕金森病和阿尔茨海默病等神经退行性疾病的标志，也是其发病机制的关键因素。由于其无序的性质，因此缺乏明确的药物结合口袋，IDPs 是传统小分子药物设计的困难目标，通常被称为“不可药物”。20S 蛋白酶体是靶向 IDP 进行降解的主要蛋白酶，因此小分子 20S 蛋白酶体增强提供了一种新的治疗策略，通过该策略可以靶向这些不可成药的 IDP。20S 激活的概念仍然相对较新，迄今为止已确定的有效激活剂很少。在此处，我们合成并评估了一个二氢喹唑啉类似物库，并发现了几种有前景的新型 20S 蛋白酶体激活剂。对热门歌曲的进一步测试表明，它们可以增强 20S 介导的 α-突触核蛋白降解，这是与帕金森病相关的 IDP。
• Discovery and structure activity relationship of glyoxamide derivatives as anti-hepatitis B virus agents
  作者：Franck Amblard、Sebastien Boucle、Leda Bassit、Zhe Chen、Ozkan Sari、Bryan Cox、Kiran Verma、Tugba Ozturk、Olivia Ollinger-Russell、Raymond F. Schinazi

  DOI：10.1016/j.bmc.2020.115952

  日期：2021.2

  Chronic hepatitis B viral infection is a significant health problem world-wide, and currently available antiviral agents suppress HBV infections, but rarely cure this disease. It is presumed that antiviral agents that target the viral nuclear reservoir of transcriptionally active cccDNA may eliminate HBV infection. Through a series of chemical optimization, we identified a new series of glyoxamide

  慢性乙型肝炎病毒感染是世界范围内的一个重大健康问题，目前可用的抗病毒药物可以抑制 HBV 感染，但很少能治愈这种疾病。据推测，靶向转录活性 cccDNA 病毒核库的抗病毒药物可能会消除 HBV 感染。通过一系列化学优化，我们确定了一系列新的乙二酰胺衍生物，它们在低纳摩尔水平下影响 HBV 核衣壳形成和 cccDNA 维持。在合成的所有化合物中，GLP-26 显示出对 HBV DNA、HBeAg 分泌和 cccDNA 扩增的主要影响。此外，GLP-26 在人源化小鼠模型中显示出良好的临床前特征和对病毒载量的长期影响。
• Heterocycles as masked diamide/dipeptide equivalents. Formation and reactions of substituted 5-(acylamino)oxazoles as intermediates en route to the cyclopeptide alkaloids
  作者：Bruce H. Lipshutz、Randall W. Hungate、Keith E. McCarthy

  DOI：10.1021/ja00364a041

  日期：1983.12

  Etude de la synthese de dialkyl-2,4 acylamino-5 oxazoles par cyclisation a partir d'α-cyanoalkylamides d'acides, de N-acetyl α-aminoamides ou de dipeptides. Fonctionnalisation des oxazoles obtenus

  从二烷基-2,4 酰基氨基-5 恶唑环化到部分 d'α-氰基烷基酰胺 d'酸、去 N-乙酰 α-氨基酰胺或二肽合成练习曲。钝性恶唑功能化

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